Heterocyclic compounds as pesticides

ABSTRACT

The present application relates to the use of heterocyclic compounds for controlling animal pests including arthropods, insects and nematodes, to novel heterocyclic compounds, to processes for their preparation and to intermediates for preparing the heterocyclic compounds.

CROSS REFERENCE TO RELATED APPLICATIONS

This application is a divisional of U.S. patent application Ser. No.16/536,902, filed 9 Aug. 2019, which is a divisional of U.S. patentapplication Ser. No. 15/645,814, filed 10 Jul. 2017 (now U.S. Pat. No.10,435,374, issued 8 Oct. 2019), which is a continuation of U.S. patentapplication Ser. No. 14/432,501, filed 31 Mar. 2015 (now U.S. Pat. No.9,802,899, issued 31 Oct. 2017), which is a § 371 National StageApplication of PCT/EP2013/070371, filed 30 Sep. 2013, which claimspriority to EP 12186946.5, filed 2 Oct. 2012 and EP 13170565.9, filed 5Jun. 2013, the contents of each are incorporated by reference herein intheir entireties.

BACKGROUND Field of the Invention

The present application relates to the use of heterocyclic compounds forcontrolling animal pests including arthropods, insects and nematodes, tonovel heterocyclic compounds, to processes for their preparation and tointermediates for preparing the heterocyclic compounds.

Description of Related Art

The heterocyclic compounds of the formulae (W) and (W2) are known (cf.for the compounds of the formula (W) Registry Numbers 1189645-25-7,1189474-83-6, 1193202-69-5, 1172407-07-6, 1185158-40-0, 1185036-12-7,1170986-74-9, 1193179-17-7, 1189458-68-1, 1189956-23-7, 1189915-26-1,1170047-96-7). A use of these compounds has not been described.

(W)

No. R E W-1 ethyl 2-(trifluoromethyl)phenyl W-2 ethyl 2-bromophenyl W-3ethyl 2-fluorophenyl W-4 ethyl 3-methyl-2-thienyl W-5 ethyl2,5-dimethyl-3-furanyl W-6 H 2,4-dimethoxyphenyl W-7 H2-(trifluoromethyl)phenyl W-8 H 2,4-difluorophenyl W-9 methyl2-bromophenyl W-10 ethyl 2,4-difluorophenyl W-11 H2,5-dimethyl-3-furanyl W-12 methyl 2,4-dimethoxyphenyl

(W2)

No. CAS-No. Reference Z E aryl W2-1 74202-18-9 Research O 2-nitrophenyl3,4-dichloro-2,5- Disclosure 1980, dimethoxyphenyl 193011, 165.) W2-2612092-81- Bioorg. Med. S 2,4-dihydroxyphenyl 2,4,6-trichlorophenyl 6Chem. 2003, 2285. W2-3 111243-44- JP 62-090657 O 2-chloro-4-aminophenyl2,4,6-trichlorophenyl 8 W2-4 101750-33- JP 60-218646 O 2-chloro-5-2,4,6-trichlorophenyl 8 (acryloylamino)phenyl W2-5 87756-39-6 DE 3226163O 2-chloro-5-aminophenyl 2,4,6-trichlorophenyl W2-6 87756-30-7 DD 159875O 2-chloro-5-nitrophenyl 2,4,6-trichlorophenyl W2-7 86025-05-0 DE3226163 O 2-chloro-5- 2,4,6-trichlorophenyl (methacryloylamino)phenyl

Derivatives of pyrazole-4-carboxamides are known from JP 2010-202649.The compounds described therein have bactericidal action againstplant-damaging bacteria. Intermediates for their preparation aredescribed in JP2010-202648.

Crop protection compositions, which also include pesticides, have tomeet many demands, for example in relation to efficacy, persistence andspectrum of their action and possible use. Questions of toxicity, thecombinability with other active compounds or formulation auxiliariesplay a role, as well as the question of the expense that the synthesisof an active compound requires. Furthermore, resistances may occur. Forall these reasons, the search for novel crop protection compositionscannot be considered to be complete, and there is a constant need fornovel compounds having properties which, compared to the knowncompounds, are improved at least in respect of individual aspects.

SUMMARY

It was an object of the present invention to provide compounds whichwiden the spectrum of the pesticides in various aspects.

This object, and further objects which are not stated explicitly but canbe discerned or derived from the connections discussed herein, areachieved by the use of novel and known compounds of the formula (I)

in which

-   A represents a radical from the group consisting of

-   -   in which the broken line represents the bond to Q and in which A        furthermore carries m substituents R2,

-   Q represents a radical from the group consisting of

-   -   in which the nitrogen is attached to ring A and the arrow in        each case represents the bond to D and

-   D represents the radical of the formula

-   -   in which the nitrogen is attached to Q and the arrow represents        the bond to B,

-   B represents a radical from the group consisting of

-   -   in which the broken line represents the bond to D and in which B        furthermore carries n substituents R7,

-   Y represents CR8 or represents nitrogen,

-   Z represents oxygen or sulphur,

-   R1 represents a radical from the group consisting of halogen, cyano,    nitro, amino, hydroxy, represents C₁-C₆-alkyl, C₂-C₆-alkenyl,    C₂-C₆-alkynyl, C₃-C₆-cycloalkyl, C₁-C₆-alkoxy, C₃-C₆-alkenyloxy,    C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy, C₁-C₆-alkylcarbonyloxy,    C₂-C₆-alkenylcarbonyloxy, C₂-C₆-alkynylcarbonyloxy,    C₃-C₆-cycloalkylcarbonyloxy, C₁-C₆-alkoxycarbonyloxy,    C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylamino, C₃-C₆-alkenylamino,    C₃-C₆-alkynylamino, C₃-C₆-cycloalkylamino, C₁-C₆-alkylcarbonylamino,    C₂-C₆-alkenylcarbonylamino, C₂-C₆-alkynylcarbonylamino,    C₃-C₆-cycloalkylcarbonylamino, C₁-C₆-alkoxycarbonylamino,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylthio, C₃-C₆-alkenylthio,    C₃-C₆-alkynylthio, C₃-C₆-cycloalkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkoxycarbonyl, aminocarbonyl,    C₁-C₆-alkylaminocarbonyl, di-(C₁-C₆-alkyl)-aminocarbonyl,    aminothiocarbonyl, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylcarbonylamino,    C₁-C₆-alkylthiocarbonylamino, C₄-C₁₂-bicycloalkyl, aryl, aryloxy,    arylamino, arylthio, heteroaryl, heteroaryloxy, heteroarylamino and    heteroarylthio, each of which is optionally substituted by one or    more identical or different substituents, where the substituents    independently of one another are selected from the group consisting    of halogen, cyano, nitro, hydroxy, amino, C₁-C₆-alkyl, C₁-C₆-alkoxy,    C₃-C₆-cycloalkyl, C₁-C₆-haloalkoxy, C₁-C₆-alkylthio, aryl, aryloxy,    arylthio, heteroaryl, heteroaryloxy and heteroarylthio,

-   R2 represents a radical from the group consisting of halogen, cyano,    nitro, amino, hydroxy, represents C₁-C₆-alkyl, C₂-C₆-alkenyl,    C₂-C₆-alkynyl, C₃-C₆-cycloalkyl, C₁-C₆-alkoxy, C₃-C₆-alkenoxy,    C₃-C₆-alkynoxy, C₃-C₆-cycloalkoxy, C₁-C₆-alkylcarbonyloxy,    C₂-C₆-alkenylcarbonyloxy, C₂-C₆-alkynylcarbonyloxy,    C₃-C₆-cycloalkylcarbonyloxy, C₁-C₆-alkoxycarbonyloxy,    C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylamino, di-(C₁-C₆-alkyl)-amino,    C₃-C₆-alkenylamino, C₃-C₆-alkynylamino, C₃-C₆-cycloalkylamino,    C₁-C₆-alkylcarbonylamino, C₂-C₆-alkenylcarbonylamino,    C₂-C₆-alkynylcarbonylamino, C₃-C₆-cycloalkylcarbonylamino,    C₁-C₆-alkoxycarbonylamino, C₁-C₆-alkylsulphonylamino,    C₁-C₆-alkylthio, C₃-C₆-alkenylthio, C₃-C₆-alkynylthio,    C₃-C₆-cycloalkylthio, C₁-C₆-alkylsulphinyl, C₁-C₆-alkylsulphonyl,    C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxyimino-C₁-C₆-alkyl,    C₁-C₆-alkoxycarbonyl, aminocarbonyl, C₁-C₆-alkylaminocarbonyl,    di-(C₁-C₆-alkyl)-aminocarbonyl, aminothiocarbonyl,    C₁-C₆-alkylaminosulphonyl, C₁-C₆-alkylsulphonylamino,    C₁-C₆-alkylcarbonylamino, C₁-C₆-alkylthiocarbonylamino,    C₄-C₁₂-bicycloalkyl, aryl, aryloxy, arylamino, arylthio, heteroaryl,    heteroaryloxy, heteroarylamino and heteroarylthio, each of which is    optionally substituted by one or more identical or different    substituents, where the substituents independently of one another    are selected from the group consisting of halogen, cyano, nitro,    hydroxy, amino, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₃-C₆-cycloalkyl,    C₁-C₆-haloalkoxy and C₁-C₆-alkylthio, aryl, aryloxy, arylthio,    heteroaryl, heteroaryloxy and heteroarylthio,

-   R3 represents a radical from the group consisting of hydrogen,    halogen, cyano, nitro, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-alkoxy,    C₁-C₆-haloalkyl and C₁-C₆-haloalkoxy,

-   R4 represents a radical from the group consisting of hydrogen,    halogen, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkyl    and C₁-C₆-haloalkoxy,

-   R5 represents a radical from the group consisting of hydrogen,    C₁-C₆-alkyl, C₃-C₆-cycloalkyl, C₁-C₆-haloalkyl, C₂-C₆-alkenyl,    C₃-C₆-alkynyl, C₃-C₆-cycloalkyl-C₁-C₆-alkyl, cyano-C₁-C₆-alkyl,    C₁-C₆-alkylcarbonyl, C₂-C₆-alkenylcarbonyl, C₁-C₆-haloalkylcarbonyl,    C₂-C₆-haloalkenylcarbonyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,    C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylsulphonyl and    C₁-C₆-haloalkylsulphonyl or represents C(═O)—B,

-   R6 represents a radical from the group consisting of hydrogen (only    in the radicals B-26, B-33, B-36 and B-42), halogen, cyano, nitro,    amino, hydroxy, carboxyl, represents C₁-C₆-alkyl, C₂-C₆-alkenyl,    C₂-C₆-alkynyl, C₃-C₆-cycloalkyl, C₁-C₆-alkoxy, C₃-C₆-alkenoxy,    C₃-C₆-alkynoxy, C₃-C₆-cycloalkoxy, C₁-C₆-alkylcarbonyloxy,    C₂-C₆-alkenylcarbonyloxy, C₂-C₆-alkynylcarbonyloxy,    C₃-C₆-cycloalkylcarbonyloxy, C₁-C₆-alkoxycarbonyloxy,    C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylcarbonylamino,    C₂-C₆-alkenylcarbonylamino, C₂-C₆-alkynylcarbonylamino,    C₃-C₆-cycloalkylcarbonylamino, C₁-C₆-alkoxycarbonylamino,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkoxycarbonyl, aminocarbonyl,    C₁-C₆-alkylaminocarbonyl, di-(C₁-C₆-alkyl)-aminocarbonyl,    aminothiocarbonyl, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylcarbonylamino,    C₁-C₆-haloalkylcarbonylamino, C₁-C₆-alkylthiocarbonylamino,    C₄-C₂-bicycloalkyl, aryl, aryloxy, heteroaryl, heteroaryloxy, each    of which is optionally substituted by one or more identical or    different substituents, where the substituents independently of one    another are selected from the group consisting of halogen, cyano,    nitro, hydroxy, amino, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₃-C₆-cycloalkyl,    C₁-C₆-haloalkoxy and C₁-C₆-alkylthio,

-   R7 represents a radical from the group consisting of halogen, nitro,    cyano, amino, hydroxy, represents C₁-C₆-alkyl, C₂-C₆-alkenyl,    C₂-C₆-alkynyl, C₃-C₆-cycloalkyl, C₁-C₆-alkoxy, C₃-C₆-alkenoxy,    C₃-C₆-alkynoxy, C₃-C₆-cycloalkoxy, C₁-C₆-alkylcarbonyloxy,    C₂-C₆-alkenylcarbonyloxy, C₂-C₆-alkynylcarbonyloxy,    C₃-C₆-cycloalkylcarbonyloxy, C₁-C₆-alkoxycarbonyloxy,    C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylcarbonylamino,    C₂-C₆-alkenylcarbonylamino, C₂-C₆-alkynylcarbonylamino,    C₃-C₆-cycloalkylcarbonylamino, C₁-C₆-alkoxycarbonylamino,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkoxycarbonyl, aminocarbonyl,    C₁-C₆-alkylaminocarbonyl, di-(C₁-C₆-alkyl)-aminocarbonyl,    aminothiocarbonyl, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylcarbonylamino,    C₁-C₆-alkylthiocarbonylamino, aryl, aryloxy, heteroaryl,    heteroaryloxy, C₄-C₁₂-bicycloalkyl, each of which is optionally    substituted by one or more identical or different substituents,    where the substituents independently of one another are selected    from the group consisting of halogen, cyano, nitro, hydroxy, amino,    C₁-C₆-alkyl, C₁-C₆-alkoxy, C₃-C₆-cycloalkyl, C₁-C₆-haloalkoxy and    C₁-C₆-alkylthio,

-   R8 represents a radical from the group consisting of hydrogen,    halogen, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkyl    and C₁-C₆-haloalkoxy,

-   R9 represents a radical from the group consisting of hydrogen,    C₁-C₆-alkyl, C₃-C₆-cycloalkyl, haloalkyl, C₃-C₆-alkenyl,    C₃-C₆-alkynyl, C₃-C₆-cycloalkyl-C₁-C₆-alkyl, cyano-C₁-C₆-alkyl,    C₁-C₆-alkylcarbonyl, C₂-C₆-alkenylcarbonyl, C₁-C₆-haloalkylcarbonyl,    C₂-C₆-haloalkenylcarbonyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,    C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylsulphonyl and    C₁-C₆-haloalkylsulphonyl,

-   m represents a number from the group consisting of 0, 1, 2 and 3,    where for m>1 the radicals R2 may be identical or different and

-   n represents a number from the group consisting of 0, 1, 2 and 3,    where for n>1 the radicals R7 may be identical or different,    for controlling animal pests.

DETAILED DESCRIPTION OF A PREFERRED EMBODIMENT

It has been found that the known and the novel compounds of the formula(I) have pronounced biological properties and are suitable especiallyfor controlling animal pests, in particular insects, arachnids andnematodes, encountered in agriculture, in forests, in the protection ofstored products and materials and in the hygiene sector.

The compounds of the formula (I) may, where appropriate, depending onthe nature of the substituents, be in the form of geometric and/oroptically active isomers or corresponding isomer mixtures of varyingcomposition. The invention relates both to the use of the pure isomersand to that of the isomer mixtures.

Preferred substituents or ranges for the radicals shown in the compoundsof the formula (I) are illustrated below.

-   A represents a radical from the group consisting of

-   -   in which the broken line represents the bond to Q and where A        furthermore carries m substituents R2,

-   Q represents a radical from the group consisting of

-   -   in which the nitrogen is attached to ring A and the arrow in        each case represents the bond to D,

-   D represents the radical of the formula

-   -   in which the nitrogen is attached to Q and the arrow represents        the bond to B.

-   B represents a radical from the group consisting of

-   -   in which the broken line represents the bond to D and in which B        furthermore carries n substituents R7.

-   Y represents CR8 or represents nitrogen.

-   Z represents oxygen or sulphur.

-   R1 represents a radical from the group consisting of halogen, cyano,    nitro, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-haloalkyl,    cyano-C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylcarbonyloxy, C₂-C₆-alkenylcarbonyloxy,    C₂-C₆-alkynylcarbonyloxy, C₃-C₆-cycloalkylcarbonyloxy,    C₁-C₆-alkoxycarbonyloxy, C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylamino,    C₃-C₆-alkenylamino, C₃-C₆-alkynylamino, C₃-C₆-cycloalkylamino,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₃-C₆-alkenylthio,    C₃-C₆-alkynylthio, C₃-C₆-cycloalkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkoxycarbonyl, aminocarbonyl,    C₁-C₆-alkylaminocarbonyl, di-(C₁-C₆-alkyl)-aminocarbonyl,    aminothiocarbonyl, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylcarbonylamino,    C₁-C₆-alkylthiocarbonylamino, aryl, aryloxy, heteroaryl and    heteroaryloxy.

-   R2 represents a radical from the group consisting of halogen, cyano,    nitro, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-haloalkyl,    cyano-C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylcarbonyloxy, C₂-C₆-alkenylcarbonyloxy,    C₂-C₆-alkynylcarbonyloxy, C₃-C₆-cycloalkylcarbonyloxy,    C₁-C₆-alkoxycarbonyloxy, C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylamino,    di-(C₁-C₆-alkyl)-amino, C₃-C₆-alkenylamino, C₃-C₆-alkynylamino,    C₃-C₆-cycloalkylamino, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,    C₃-C₆-alkenylthio, C₃-C₆-alkynylthio, C₃-C₆-cycloalkylthio,    C₁-C₆-alkylsulphinyl, C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkoxycarbonyl, aminocarbonyl,    C₁-C₆-alkylaminocarbonyl, di-(C₁-C₆-alkyl)-aminocarbonyl,    aminothiocarbonyl, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylcarbonylamino,    C₁-C₆-alkylthiocarbonylamino, aryl, aryloxy, heteroaryl and    heteroaryloxy.

-   R3 represents a radical from the group consisting of hydrogen,    halogen, cyano, nitro, amino, C₁-C₆-alkyl and C₁-C₆-haloalkyl.

-   R4 represents a radical from the group consisting of hydrogen,    halogen, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkyl    and C₁-C₆-haloalkoxy.

-   R5 represents a radical from the group consisting of hydrogen,    C₁-C₆-alkyl, C₁-C₆-haloalkyl, cyano-C₁-C₆-alkyl, C₂-C₆-alkenyl,    C₃-C₆-alkynyl, C₃-C₆-cycloalkyl, C₃-C₆-cycloalkyl-C₁-C₆-alkyl,    C₁-C₆-alkylcarbonyl, C₂-C₆-alkenylcarbonyl, C₁-C₆-haloalkylcarbonyl,    C₂-C₆-haloalkenylcarbonyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,    C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylsulphonyl, C₁-C₆-haloalkylsulphonyl    and C(═O)—B.

-   R6 represents a radical from the group consisting of hydrogen (only    in the radicals B-26, B-33, B-36 and B-42), halogen, cyano, nitro,    amino, hydroxy, carboxyl, C₁-C₆-alkyl, C₁-C₆-haloalkyl,    cyano-C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylcarbonyloxy, C₂-C₆-alkenylcarbonyloxy,    C₂-C₆-alkynylcarbonyloxy, C₃-C₆-cycloalkylcarbonyloxy,    C₁-C₆-alkoxycarbonyloxy, C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylamino,    C₃-C₆-alkenylamino, C₃-C₆-alkynylamino, C₃-C₆-cycloalkylamino,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₃-C₆-alkenylthio,    C₃-C₆-alkynylthio, C₃-C₆-cycloalkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkoxycarbonyl, aminocarbonyl,    C₁-C₆-alkylaminocarbonyl, di-(C₁-C₆-alkyl)-aminocarbonyl,    aminothiocarbonyl, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylcarbonylamino,    C₁-C₄-haloalkylcarbonylamino, C₁-C₆-alkylthiocarbonylamino, aryl,    aryloxy, heteroaryl and heteroaryloxy.

-   R7 represents a radical from the group consisting of halogen, cyano,    nitro, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-haloalkyl,    cyano-C₁-C₆-alkyl, C₂-C₆-alkenyl, C₃-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylcarbonyloxy, C₂-C₆-alkenylcarbonyloxy,    C₂-C₆-alkynylcarbonyloxy, C₃-C₆-cycloalkylcarbonyloxy,    C₁-C₆-alkoxycarbonyloxy, C₁-C₆-alkylsulphonyloxy, C₁-C₆-alkylamino,    C₃-C₆-alkenylamino, C₃-C₆-alkynylamino, C₃-C₆-cycloalkylamino,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₃-C₆-alkenylthio,    C₃-C₆-alkynylthio, C₃-C₆-cycloalkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkoxycarbonyl, aminocarbonyl,    C₁-C₆-alkylaminocarbonyl, di-(C₁-C₆-alkyl)-aminocarbonyl,    aminothiocarbonyl, C₁-C₆-alkylaminosulphonyl,    C₁-C₆-alkylsulphonylamino, C₁-C₆-alkylcarbonylamino,    C₁-C₆-alkylthiocarbonylamino, aryl, aryloxy, heteroaryl and    heteroaryloxy.

-   R8 represents a radical from the group consisting of hydrogen,    halogen, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkyl    and C₁-C₆-haloalkoxy.

-   R9 represents a radical from the group consisting of hydrogen,    C₁-C₆-alkyl, C₃-C₆-cycloalkyl, C₁-C₆-haloalkyl, C₃-C₆-alkenyl,    C₃-C₆-alkynyl, C₃-C₆-cycloalkyl-C₁-C₆-alkyl, cyano-C₁-C₆-alkyl,    C₁-C₆-alkylcarbonyl, C₂-C₆-alkenylcarbonyl, C₁-C₆-haloalkylcarbonyl,    C₂-C₆-haloalkenylcarbonyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,    C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylsulphonyl and    C₁-C₆-haloalkylsulphonyl.

-   m represents a number from the group consisting of 0, 1, 2 and 3,    where for m>1 the radicals R2 may be identical or different.

-   n represents a number from the group consisting of 0, 1, 2 and 3,    where for n>1 the radicals R7 may be identical or different.

Particularly preferred substituents or ranges for the radicals shown inthe compounds of the formula (I) are illustrated below.

-   A represents a radical from the group consisting of

-   -   in which the broken line represents the bond to Q and where A        furthermore carries m substituents R2.

-   Q represents a radical from the group consisting of

-   -   in which the nitrogen is attached to ring A and the arrow in        each case represents the bond to D.

-   D represents the radical of the formula

-   -   in which the nitrogen is attached to Q and the arrow represents        the bond to B.

-   B represents a radical from the group consisting of

-   -   in which the broken line represents the bond to D and in which B        furthermore carries n substituents R7.

-   Y represents CR8 or represents nitrogen.

-   Z represents oxygen or sulphur.

-   R1 represents a radical from the group consisting of halogen, cyano,    nitro, C₁-C₆-alkyl, C₁-C₆-haloalkyl, cyano-C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkoxyimino-C₁-C₆-alkyl, aryl, aryloxy,    heteroaryl and heteroaryloxy.

-   R2 represents a radical from the group consisting of halogen, cyano,    nitro, amino, C₁-C₆-alkyl, C₁-C₆-haloalkyl, cyano-C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl, di-(C₁-C₆-alkyl)-amino,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, aryl, aryloxy, heteroaryl and    heteroaryloxy.

-   R3 represents a radical from the group consisting of hydrogen,    halogen, cyano, nitro, amino, C₁-C₆-alkyl and C₁-C₆-haloalkyl.

-   R4 represents a radical from the group consisting of hydrogen,    halogen, amino, hydroxy, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkyl    and C₁-C₆-haloalkoxy.

-   R5 represents a radical from the group consisting of hydrogen,    C₁-C₆-alkyl, C₁-C₆-haloalkyl, cyano-C₁-C₆-alkyl, C₂-C₆-alkenyl,    C₃-C₆-alkynyl, C₃-C₆-cycloalkyl, C₃-C₆-cycloalkyl-C₁-C₆-alkyl,    C₁-C₆-alkylcarbonyl, C₂-C₆-alkenylcarbonyl, C₁-C₆-haloalkylcarbonyl,    C₂-C₆-haloalkenylcarbonyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,    C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylsulphonyl, C₁-C₆-haloalkylsulphonyl    and C(═O)—B.

-   R6 represents a radical from the group consisting of hydrogen (only    in the radicals B-26, B-33, B-36 and B-42), halogen, cyano, nitro,    hydroxy, carboxyl, C₁-C₆-alkyl, C₁-C₆-haloalkyl, cyano-C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylsulphinyl, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkylcarbonyl,    C₁-C₆-alkoxyimino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonylamino,    C₁-C₆-haloalkylcarbonylamino, aryl, aryloxy, heteroaryl and    heteroaryloxy.

-   R7 represents a radical from the group consisting of halogen, cyano,    nitro, hydroxy, C₁-C₆-alkyl, C₁-C₆-haloalkyl, cyano-C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkyl-C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,    C₃-C₆-alkenyloxy, C₃-C₆-alkynyloxy, C₃-C₆-cycloalkyloxy,    C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₁-C₆-alkylsulphinyl,    C₁-C₆-alkylsulphonyl, C₁-C₆-alkoxyimino-C₁-C₆-alkyl, aryl, aryloxy,    heteroaryl and heteroaryloxy.

-   R8 represents a radical from the group consisting of hydrogen,    C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkyl and C₁-C₆-haloalkoxy.

-   R9 represents a radical from the group consisting of hydrogen,    C₁-C₆-alkyl, C₃-C₆-cycloalkyl and C₁-C₆-haloalkyl.

-   m represents a number from the group consisting of 0, 1, 2 and 3,    where for m>1 the radicals R2 may be identical or different.

-   n represents a number from the group consisting of 0, 1, 2 and 3,    where for n>1 the radicals R7 may be identical or different.

Very particularly preferred substituents or ranges of the radicals shownin the compounds of the formula (I) are elucidated below.

-   A represents a radical from the group consisting of

-   -   in which the broken line represents the bond to Q and where A        furthermore carries m substituents R2.

-   Q represents a radical from the group consisting of

-   -   in which the nitrogen is attached to ring A and the arrow in        each case represents the bond to D.

-   D represents the radical of the formula

-   -   in which the nitrogen is attached to Q and the arrow represents        the bond to B.

-   B represents a radical from the group consisting of

-   -   in which the broken line represents the bond to D and in which B        furthermore carries n substituents R7.

-   Z represents oxygen or sulphur.

-   R1 represents a radical from the group consisting of halogen, cyano,    nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and    C₁-C₄-alkylsulphonyl.

-   R2 represents a radical from the group consisting of halogen,    C₁-C₄-alkyl and C₁-C₄-alkoxy.

-   R3 represents a radical from the group consisting of hydrogen and    halogen.

-   R4 represents a radical from the group consisting of hydrogen and    C₁-C₄-alkyl.

-   R5 represents a radical from the group consisting of hydrogen,    C₁-C₄-alkyl, C₃-C₄-alkenyl, C₃-C₄-alkynyl,    C₃-C₆-cycloalkyl-C₁-C₄-alkyl, C₁-C₄-alkylcarbonyl, cyano-C₁-C₄-alkyl    and C(═O)—B.

-   R6 represents a radical from the group consisting of halogen, nitro,    hydroxy, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-alkylthio,    C₁-C₄-alkylsulphonyl, C₁-C₄-haloalkyl, C₁-C₄-haloalkoxy,    C₁-C₄-haloalkylthio and heteroaryl.

-   R7 represents a radical from the group consisting of halogen,    C₁-C₄-alkyl and C₁-C₄-haloalkyl.

-   R9 represents a radical from the group consisting of C₁-C₄-alkyl.

-   m represents a number from the group consisting of 0, 1, 2 and 3,    where for m>1 the radicals R2 may be identical or different.

-   n represents a number from the group consisting of 0 and 1.

A further group of very particularly preferred substituents or ranges ofthe radicals shown in the compounds of the formula (I) are illustratedbelow.

-   A represents a radical from the group consisting of

-   -   in which the broken line represents the bond to Q and where A        furthermore carries m substituents R2,

-   Q represents a radical from the group consisting of

-   -   in which the nitrogen is attached to ring A and the arrow in        each case represents the bond to D.

-   D represents the radical of the formula

-   -   in which the nitrogen is attached to Q and the arrow represents        the bond to B.

-   B represents a radical from the group consisting of

-   -   in which the broken line represents the bond to D and in which B        furthermore carries n substituents R7.

-   Z represents oxygen or sulphur.

-   R1 represents a radical from the group consisting of halogen, cyano,    nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and    C₁-C₄-alkylsulphonyl.

-   R2 represents a radical from the group consisting of halogen, cyano,    nitro, amino, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₁-C₄-alkoxy, di-(C₁-C₆-alkyl)-amino, acetyl, aryl.

-   R3 represents a radical from the group consisting of hydrogen,    halogen, cyano, nitro, C₁-C₄-alkyl.

-   R4 represents a radical from the group consisting of hydrogen,    amino, C₁-C₄-alkyl.

-   R5 represents a radical from the group consisting of hydrogen,    C₁-C₄-alkyl, C₃-C₄-alkenyl, C₃-C₄-alkynyl,    C₃-C₆-cycloalkyl-C₁-C₄-alkyl, C₁-C₄-alkylcarbonyl, cyano-C₁-C₄-alkyl    and C(═O)—B.

-   R6 represents a radical from the group consisting of hydrogen (only    in the radicals B-33 and B-36), halogen, cyano, nitro, hydroxy,    carboxyl, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-alkylthio,    C₁-C₄-alkylsulphonyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₁-C₄-haloalkoxy, C₁-C₄-haloalkylthio, acetyl,    C₁-C₄-alkylcarbonylamino, C₁-C₄-haloalkylcarbonylamino and    heteroaryl.

-   R7 represents a radical from the group consisting of halogen, cyano,    nitro, hydroxy, C₁-C₄-alkyl, C₁-C₄-haloalkyl and C₁-C₄-alkoxy.

-   R9 represents a radical from the group consisting of C1-C4-alkyl and    C1-C4-haloalkyl.

-   m represents a number from the group consisting of 0, 1, 2 and 3,    where for m>1 the radicals R2 may be identical or different.

-   n represents a number from the group consisting of 0, 1, 2 and 3,    where for n>1 the radicals R7 may be identical or different.

In the preferred definitions, unless stated otherwise,

halogen is selected from the group of fluorine, chlorine, bromine andiodine, preferably in turn from the group of fluorine, chlorine andbromine,aryl (including as part of a larger unit, for example arylalkyl) isselected from the group of phenyl, naphthyl, anthryl, phenanthrenyl, andis preferably in turn phenyl,hetaryl (having the same meaning as heteroaryl, also as part of arelatively large unit such as, for example, heteroaryloxy) is selectedfrom the group consisting of furyl, thienyl, pyrrolyl, pyrazolyl,imidazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, oxazolyl, isoxazolyl,thiazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl,1,3,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,2,3-thiadiazolyl,1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,5-thiadiazolyl, pyridyl,pyrimidinyl, pyridazinyl and pyrazinyl.

In the particularly preferred definitions, unless stated otherwise,

halogen is selected from the group of fluorine, chlorine, bromine andiodine, preferably in turn from the group of fluorine, chlorine andbromine,aryl (including as part of a larger unit, for example arylalkyl) isselected from the group of phenyl, naphthyl, anthryl, phenanthrenyl, andis preferably in turn phenyl,het(ero)aryl (also as part of a relatively large unit such as, forexample, heteroaryloxy) is selected from the group consisting of furyl,thienyl, pyrrolyl, pyrazolyl, imidazolyl, oxadiazolyl, 1,2,3-triazolyl,1,2,4-triazolyl, oxazolyl, isoxazolyl and thiazolyl.

In the very particularly preferred definitions, unless stated otherwise,

halogen is selected from the group consisting of fluorine, chlorine,bromine and iodine, preferably in turn from the group consisting offluorine, chlorine and bromine, andhet(ero)aryl (also as part of a relatively large unit such as, forexample, heteroaryloxy) represents 1,2,4-triazolyl.

Halogen-substituted radicals, for example haloalkyl, are mono- orpolyhalogenated, up to the maximum number of possible substituents. Inthe case of polyhalogenation, the halogen atoms may be identical ordifferent. Halogen denotes fluorine, chlorine, bromine and iodine, inparticular fluorine, chlorine and bromine.

Saturated or unsaturated hydrocarbyl radicals, such as alkyl or alkenyl,may in each case be straight-chain or branched as far as possible,including in combination with heteroatoms, as, for example, in alkoxy.

Optionally substituted radicals may be mono- or polysubstituted, wherethe substituents in the case of polysubstitution may be the same ordifferent.

The radical definitions or elucidations given above in general terms orwithin areas of preference apply to the end products and correspondinglyto the starting materials and intermediates. These radical definitionscan be combined with one another as desired, i.e. including combinationsbetween the respective preferred ranges.

Preference according to the invention is given to using compounds of theformula (I) which contain a combination of the meanings listed above asbeing preferred.

Particular preference according to the invention is given to usingcompounds of the formula (I) which contain a combination of the meaningslisted above as being particularly preferred.

Very particular preference according to the invention is given to usingcompounds of the formula (I) which contain a combination of the meaningslisted above as being very particularly preferred.

The present invention also provides novel compounds of the formula (I)in which A, Q, D and B have the meanings mentioned above, except for thecompounds W and W2 described above, in particular W-1 to W-12, W2-1 toW2-3, W2-5 and W2-6. The general or preferred radical definitions orelucidations listed above also apply to the novel compounds of theformula (I). If compounds to be used in accordance with the inventionare mentioned in the present application, this includes, unlessindicated otherwise, in each case both the compounds of the formula (I)and the novel compounds of the formula (I).

In the groups of compounds below, the individual radicals R and Z havethe meanings given above.

In a particular group of compounds of the formula (I) to be used inaccordance with the invention, Q represents Q-1

In a further particular group of compounds of the formula (I) to be usedin accordance with the invention, Q represents Q-2

In a further particular group of compounds of the formula (I) to be usedin accordance with the invention, Q represents Q-3

In a further particular group of compounds of the formula (I) to be usedin accordance with the invention, Q represents Q-4

In a further particular group of compounds of the formula (I) to be usedin accordance with the invention, Q represents Q-5

In a further particular group of compounds of the formula (I) to be usedin accordance with the invention, A represents

where this radical carries m substituents R2.

In a further particular group of compounds of the formula (I) to be usedin accordance with the invention, A represents

where this radical carries m substituents R2.

In a further particular group of compounds of the formula (I) to be usedin accordance with the invention, A represents

where this radical carries m substituents R2.

In the particular groups of compounds of the formula (I) below, all ofwhich represent preferred embodiments, the radicals A and B may carryfurther substituents R2 and R7, respectively, as specified above.

A particular group of compounds of the formula (are compounds of theformula (A-1)-(Q-1)-D-(B-1)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-1)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-2)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-39)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-23)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-21)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-18)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-3)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-11)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-5)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-6)-(Q-1)-D-(B-1)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-3)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-4)-D-(B-1)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-2)-D-(B-1)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-2)-D-(B-5)

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-5)-D-(B-1)

In the same manner as for the particular groups of compounds above, therespective structural formulae may be constructed in a simple manner forthe groups of compounds below.

A further particular group of compounds of the formula (I) are compoundsof the formula (A-3)-(Q-1)-D-(B-1).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-36).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-46).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-1).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-27).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-51).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-4).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-13).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-31).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-35).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-27).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-10).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-1)-(Q-1)-D-(B-51).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-12)-(Q-1)-D-(B-1).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-12)-(Q-1)-D-(B-2).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-49).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-46).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-13).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-4).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-6).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-25).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-31).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-35).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-27).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-7)-(Q-1)-D-(B-1).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-9)-(Q-1)-D-(B-1).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-31).

A further particular group of compounds of the formula (I) are compoundsof the formula (A-2)-(Q-1)-D-(B-35).

If R4 or R3 in group Q-1 represents hydroxy, Q-1 may also be present inthe keto form:

It has additionally been found that the compounds of the formula (I) canbe obtained by the processes described below.

Accordingly, the invention also relates to processes for preparingcompounds of the formula (I) in which Z represents O,

where A, Q, D and B have the meanings described above,by reacting amines of the formulae (II-1) to (II-5)

with carboxylic acids or carbonyl halides of the formula (III)

in which

-   M represents halogen, hydroxy, alkoxy, alkylsulphanyl, acyloxy,    sulphonyloxy, N-heterocyclyl (e.g. imidazolyl) or represents    hydroxy,-   B has the meanings given above and-   Z represents O.

Here, compounds of the formula (III) can be preactivated or be activatedin situ. Compounds of the formula (III) can be employed, for example, asacid halides (e.g. M=chlorine). In this case, the reaction isadvantageously carried out in the presence of a base such as, forexample, triethylamine or sodium hydroxide. However, it is also possibleto use carboxylic acids (M=OH) in the presence of coupling reagents suchas, for example dicyclohexylcarbodiimide and additives such as1-hydroxy-1-H-benzotriazole (W. König, R. Geiger, Chem. Ber. 1970, 103,788). Use may furthermore be made of coupling reagents such as1-ethyl-3-(3-dimethylaminopropyl)carbodiimide,1,1′-carbonyl-1H-imidazole,O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphateand similar compounds. Suitable coupling reagents for carrying out thepreparation process are, in principle, all compounds which allow anamide bond to be formed (cf., for example, E. Valeur, M. Bradley Chem.Soc. Rev. 2009, 38, 606; S.-Y. Han, Y.-A. Kim Tetrahedron 2004, 60,2447). Use may furthermore also be made of symmetric or mixed anhydridesfor preparing compounds of the formula (I) (G. W. Anderson, J. E.Zimmerman, F. M. Calahan, J. Am. Chem. Soc. 1967, 89, 5012). Here,various chloroformic esters may be employed, for example isobutylchloroformate and sec-butyl chloroformate. Isovaleryl chloride andpivaloyl chloride, for example, may likewise be used.

b) The compounds of the formula (I) in which Z represents O (oxygenatom) can then optionally be reacted with a sulphurizing agent such asdiphosphorus pentasulphide or Lawesson's reagent (cf. C. P. Dell inComprehensive Organic Functional Group Transformations, Vol. 5, eds.: A.L. Katritzky, O. Meth-Cohn, C. W. Rees, Pergamon, Oxford, 1995, S. 565;M. Jesberger, T. P. Davis, L. Barner, Synthesis 2003, 13, 1929), to givecompounds of the formula (I) in which Z represents S (sulphur atom).c) Compounds of the formulae (I-1), (I-2) and (I-3)

in which R3 represents halogen can be obtained either via thepreparation route described above from the corresponding amines of theformulae (II-1), (II-2) and (II-3) in which R3 represents halogen (F,Cl, Br or I), or be synthesized from amides of the formulae (I-1), (I-2)and (I-3) in which R3 represents H (hydrogen) by reaction with ahalogenating agent such as N-halosuccinimides (cf, for example,WO2008/092888, Z.-G- Zhao, Z.-X. Wang, Synth. Comm. 2007, 37, 137) or1-chloromethyl-4-fluorodiazoniabicyclo[2.2.2]octanebis(tetrafluoroborate) (P. T. Nyffeler, S. Gonzalez Durón, M. D.Burkart, S. P. Vincent, C-H. Wong, Angew. Chem. Int. Ed. 2005, 44, 192).d) Compounds of the formulae (I-1), (I-2) and (I-3) in which R5represents hydrogen, can be converted in the presence of a base (forexample sodium hydride) and an alkylating (for example methyl iodide) oracylating agent (for example acetic anhydride) into compounds of theformulae (I-1), (I-2) and (I-3) in which R5 represents alkyl or acyl(cf., for example, WO 2005/092863).e) Compounds of the formula (I-1) can alternatively also be obtained byreacting 1H-pyrazoles of the formula (IV-1)

with aromatics or heteroaromatics of the formula (V)

which are substituted by a suitable group LG. The reaction can becarried out either in the presence of a base (for example potassiumcarbonate for, for instance, LG=fluorine (cf. WO 2011/060035) oroptionally a catalyst (for example CuI/1,2-cyclohexanediamine, potassiumcarbonate for, for instance, LG=bromine (cf. WO 2007/039146) orCu(OAc)₂/pyridine for, for instance, LG=B(OH)₂ (cf. WO 2005/092863)).

Amines of the formula (I-1)

are commercially available or known from the literature, or they can besynthesized by processes known from the literature. Examples which maybe mentioned are:

-   1-(2-methylphenyl)-1H-pyrazole-3-amine (WO 2004/037794),-   1-(2-methoxyphenyl)-1H-pyrazole-3-amine (WO 2004/037794),-   1-(2-(trifluoromethyl)phenyl)-1H-pyrazole-3-amine (commercially    available),-   1-(2-cyanophenyl)-1H-pyrazole-3-amine (commercially available),-   1-(2-fluorophenyl)-1H-pyrazole-3-amine (WO 2004/037794),-   1-(2-chlorophenyl)-1H-pyrazole-3-amine (C. Albert, C. Tironi,    Farmaco Sci. 1964, 19, 618),-   1-(2-chlorophenyl)-5-methyl-1H-pyrazole-3-amine (commercially    available)-   1-(2-bromophenyl)-1H-pyrazole-3-amine (commercially available),-   1-(2,4-difluorophenyl)-1H-pyrazole-3-amine (commercially available),-   1-(2,5-dichlorophenyl)-1H-pyrazole-3-amine (commercially available),-   1-(pyridin-2-yl)-1H-pyrazole-3-amine (WO 2004/037794),-   1-(3-chloropyridin-2-yl)-1H-pyrazole-3-amine (commercially    available),-   1-(3-fluoropyridin-2-yl)-1H-pyrazole-3-amine (commercially    available),-   1-(pyrimidin-2-yl)-1H-pyrazole-3-amine (commercially available),-   1-(pyridazin-3-yl)-1H-pyrazole-3-amine (commercially available),-   1-[2-(methylsulphonyl)phenyl]-1H-pyrazole-3-amine (commercially    available),-   1-(2,3-difluorophenyl)-1H-pyrazole-3-amine (commercially available),-   1-(2,4,5-trifluorophenyl)-1H-pyrazole-3-amine (commercially    available),-   1-(2,4-dichlorophenyl)-1H-pyrazole-3-amine (commercially available),-   1-(2,5-difluorophenyl)-1H-pyrazole-3-amine (commercially available),-   1-(2,4-difluorophenyl)-5-ethyl-1H-pyrazole-3-amine (commercially    available),-   1-(2,4-difluorophenyl)-5-methyl-1H-pyrazole-3-amine (commercially    available),-   1-(2-nitrophenyl)-1H-pyrazole-3-amine (commercially available),-   1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-3-amine    (commercially available),-   1-[3-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-3-amine    (commercially available),-   1-(3,5-dichloropyridin-2-yl)-1H-pyrazole-3-amine (commercially    available),-   1-(3-bromopyridin-2-yl)-1H-pyrazole-3-anine (commercially    available),-   2-(3-amino-1H-pyrazol-1-yl)nicotinonitrile (commercially available),-   3-(3-amino-1H-pyrazol-1-yl)pyrazine-2-carbonitrile (commercially    available),-   2-(3-amino-1H-pyrazol-1-yl)-6-methylnicotinonitrile (commercially    available),-   2-(3-amino-1H-pyrazol-1-yl)-4,6-dimethylnicotinonitrile    (commercially available),-   1-(5-fluoropyridin-2-yl)-1H-pyrazole-3-amine (commercially    available).

Novel 1H-pyrazole-3-amines of the formula (II-1) can be obtained asshown in Synthesis Scheme 1.

According to route A-1, 1H-pyrazole-3-amines of the formula (1-1) can bereacted with aromatics or heteroaromatics of the formula (1-2)substituted with a suitable group LG¹ to react, in the presence of abase (for example potassium tert-butoxide for, for instance,LG¹=chlorine (cf. WO 2009/012482) or, for example, caesium carbonatefor, for instance, LG¹=chlorine (cf. WO 2007/056155)) and optionally acatalyst (for example CuI/N,N-dimethylethane-1,2-diamine, potassiumcarbonate for, for instance, LG¹=iodine (cf. WO2008/153042) orPd₂(dba)₃/xantphos, sodium carbonate for, for instance, LG¹=chlorine(cf. Z. Shen, Y. Hong, X. He, W. Mo, B. Hu, N. Sun, X. Hu, Org. Lett.2010, 12, 552)) to give compounds of the formula (II-1).

In an alternative route B-1, an aryl- or hetarylhydrazine of the formula(1-3), which may be present as free hydrazine or as a salt (for exampleas hydrochloride) can be reacted with an acrylonitrile of the formula(1-4) which is substituted by a leaving group LG² (for instance LG²=ORwhere R=alkyl, acyl, sulphonyl, etc.; LG²=SR where R=alkyl, acyl, etc.;LG²=NHR or NR₂ where R=alkyl, acyl, sulphonyl; LG²=halogen or cyano) inthe presence of a suitable base (for example sodium ethoxide, cf., forinstance, WO 2004/037794 or potassium tert-butoxide, cf., for instance,WO 2008/046527) to give the 1H-pyrazole-3-amine of the formula (II-1).

4,5-Dihydro-1H-pyrazole-3-amines of the formula (II-4) in which Yrepresents N can be prepared via route C-1 from aryl- orhetarylhydrazines (1-3) which can be present as free hydrazines or salts(for example as hydrochlorides) using acrylonitriles of the formula(1-5) in the presence of a suitable base (for example choline) (cf. C.Albert, C. Tironi, Farmaco Sci. 1964, 19, 618). Compounds of the formula(II-4) in which Y represents N can likewise be reacted in a sequence ofacylation with a suitable acylating agent (for example acetic anhydridefor R^(A)=methyl), oxidation with an appropriate oxidizing agent (forexample 2,3-dichloro-5,6-dicyano-1,4-benzoquinone) and removal of theacyl group by suitable methods (for example heating in hydrochloricacid, cf. Greene's protective groups in organic synthesis, 4th ed.,P.G.M. Wuts, T.W. Greene, John Wiley & Sons, Inc., Hoboken, N.J., 2007),to give 1H-pyrazole-3-amines of the formula (II-1).

Access to 1H-pyrazole-3-amines of the formula (II-1) is also providedvia route E-1 starting with keto compounds of the formula (1-8)substituted with a leaving group LG^(3/4) (for example LG^(3/4)=OR whereR=alkyl, acyl, sulphonyl, etc.; LG^(3/4)=SR where R=alkyl, acyl, etc.;LG^(3/4)=NHR or NR₂ where R=hydrogen, alkyl, acyl, sulphonyl;LG^(3/4)=halogen). These are initially activated with ammonia viaβ-enaminoketones (LG³=NH₂/LG⁴=alkoxy) (cf. M. A. P. Martins, W. Cunico,S. Brondani, R. L. Peres, N. Zimmermann, F. A. Rosa, G. F. Fiss, N.Zanatta, H. G. Bonacorso Synthesis 2006, 1485) and then, in the presenceof suitable bases (for example triethylamine) reacted with freehydrazines or salts thereof (for example hydrochlorides) to give1H-pyrazole-3-amines of the formula (II-1).

1H-Pyrazole-3-amines of the formula (II-1) can optionally be halogenatedvia route F-1 if R3 represents H (hydrogen), using suitable halogenatingagents (for example N-halosuccinimides) in the 3-position to givecompounds of the formula (1-8) in which R3 represents chlorine, bromineor iodine (cf. J. Velcicky, R. Feifel, S. Hawtin, R. Heng, C. Huppertz,G. Koch, M. Kroemer, H. Moebitz, L. Revesz, C. Scheufler, A. SchlapbachBioorg. Med. Chem. Letters 2010, 20, 1293).

Amines of the formula (II-2)

are likewise commercially available. Examples which may be mentionedare:

-   2-(2-bromophenyl)-2H-1,2,3-triazole-4-amine (commercially available)-   2-(2-chlorophenyl)-2H-1,2,3-triazole-4-amine (commercially    available)-   2-(2-bromophenyl)-5-chloro-2H-1,2,3-triazole-4-amine (commercially    available)-   2-(3-chloropyridin-2-yl)-2H-1,2,3-triazole-4-amine (commercially    available)-   2-(3-bromopyridin-2-yl)-2H-1,2,3-triazole-4-amine (commercially    available)-   5-chloro-2-(3-chloropyridin-2-yl)-2H-1,2,3-triazole-4-amine    (commercially available)

Novel amines of the formula (II-2) can be obtained according toSynthesis Scheme 3:

Via route A-3, aromatic hydrazines of the formula (3-1) can be reacted,for example, with a nitrosoketone (for example nitrosoacetone for R3=H,cf. M. Begtrup, J. Holm J. Chem. Soc., Perkin Trans. 1, 1981, 503) andthen cyclized with the aid of condensing agents (for example aceticanhydride, cf. D. L. Swartz, A. R. Karash, L. A. Berry, D. L. Jaeger J.Heterocyclic Chem. 1983, 20, 1561) to give 2H-1,2,3-triazoles of theformula (3-31. Oxidation (for example with sodium chromate(VI) cf.Comprehensive Organic Transformations: A Guide to Functional GroupPreparations; Larock, R. C., Ed.; Wiley-VCH: New York, 1999) of (3-3)affords the carboxylic acid (3-4) which can then be converted by Curtiusdegradation into the 4-amino-2H-1,2,3-triazole (II-2) (cf. P. A. S.Smith Org. React. 1946, 337).

Alternatively, route B-3 can also be followed for preparing the4-amino-2H-1,2,3-triazoles (II-2) (cf. V. M. Nikitin, A. V. Zavodov, L.I. Vereshchagin Zhurnal Organicheskoi Khimii 1992, 28, 2334). To thisend, an aromatic amine (3-5) is diazotized and the diazonium salt (3-6)is reacted, for example, with metazonic acid (for R3=H). The resulting4-nitro-2H-1,2,3-triazole (3-7) can then be reduced with, for example,tin(II) chloride to give 4-amino-2H-1,2,3-triazole (II-2).

Amines of the formula (II-3)

can be obtained via Synthesis Scheme 4.

To this end, aromatic amines of the formula (4-1) are reacted, forexample, with cyclic acetals of the formula (4-2) under acidicconditions to give the pyrrole (4-3) (for example FeCl₃ cf. N. Azizi, A.Khajeh-Amiria, H. Ghafurib, M. Bolourtchiana, M. R. Saidi Synlett 2009,14, 2245). Nitration of the pyrrole (4-3) to 3-nitro-1H-pyrrole (4-4)(for example with acetyl nitrate, cf. D. Korakas, G. Varvounis J.Heterocyclic Chem. 1996, 33, 611) and subsequent reduction (for examplewith SnCl₂, cf. WO 2009/136995) affords the 3-amino-1H-pyrrole (II-3).

Amines of the formula (II-5)

are likewise commercially available. Novel 1H-Indazole-3-amines of theformula (II-5) can be obtained according to Synthesis Scheme 2.

Here, compounds of the formula (2-1) are reacted via route A-2 witharomatics or heteroaromatics of the formula (2-2) substituted by asuitable leaving group LG, to react in the presence of a base (forexample sodium hydride for, for instance, LG=chlorine (cf. WO2008/068171)) and optionally a catalyst (for exampleCuI/N,N-dimethylethane-1,2-diamine, potassium carbonate for, forinstance, LG=bromine (cf. WO 2010/098367) or Pd₂(dba)₃/X-Phos, caesiumcarbonate for, for instance, LG=chlorine (cf. DE 10 2009/004245)) togive compounds of the formula (II-5). 1H-Indazole-3-amines of theformula (2-1) and aromatics or heteroaromatics of the formula (2-2) arecommercially available or can be obtained by known processes.

Via route B-2, it is alternatively possible to convertortho-halobenzonitriles of the formula (2-3) with hydrazides of theformula (2-4) in the presence of a catalyst and a base (for examplecopper(I) bromide/4-hydroxy-L-proline; potassium carbonate for X=Br or Iand Ar=phenyl, cf. L. Xu, Y. Peng, Q. Pan, Y. Jiang, D. Ma J. Org. Chem.2013, 78, 3400) to give 1H-indazole-3-amines of the formula (II-5).

The processes according to the invention for preparation of the novelcompounds of the formula (I) are preferably performed using a diluent.Useful diluents for performance of the processes according to theinvention are, as well as water, all inert solvents. Examples include:halohydrocarbons (for example chlorohydrocarbons such astetrachloroethylene, tetrachloroethane, dichloropropane, methylenechloride, dichlorobutane, chloroform, carbon tetrachloride,trichloroethane, trichloroethylene, pentachloroethane, difluorobenzene,1,2-dichloroethane, chlorobenzene, bromobenzene, dichlorobenzene,chlorotoluene, trichlorobenzene), alcohols (for example methanol,ethanol, isopropanol, butanol), ethers (for example ethyl propyl ether,methyl tert-butyl ether, anisole, phenetole, cyclohexyl methyl ether,dimethyl ether, diethyl ether, dipropyl ether, diisopropyl ether,di-n-butyl ether, diisobutyl ether, diisoamyl ether, ethylene glycoldimethyl ether, tetrahydrofuran, 1,4-dioxane, dichlorodiethyl ether andpolyethers of ethylene oxide and/or propylene oxide), amines (forexample trimethyl-, triethyl-, tripropyl-, tributylamine,N-methylmorpholine, pyridine and tetramethylenediamine),nitrohydrocarbons (for example nitromethane, nitroethane, nitropropane,nitrobenzene, chloronitrobenzene, o-nitrotoluene); nitriles (for exampleacetonitrile, propionitrile, butyronitrile, isobutyronitrile,benzonitrile, m-chlorobenzonitrile), tetrahydrothiophene dioxide,dimethyl sulphoxide, tetramethylene sulphoxide, dipropyl sulphoxide,benzyl methyl sulphoxide, diisobutyl sulphoxide, dibutyl sulphoxide,diisoamyl sulphoxide, sulphones (for example dimethyl, diethyl,dipropyl, dibutyl, diphenyl, dihexyl, methyl ethyl, ethyl propyl, ethylisobutyl and pentamethylene sulphone), aliphatic, cycloaliphatic oraromatic hydrocarbons (for example pentane, hexane, heptane, octane,nonane and technical hydrocarbons), and also what are called “whitespirits” with components having boiling points in the range from, forexample, 40° C. to 250° C., cymene, petroleum fractions within a boilingrange from 70° C. to 190° C., cyclohexane, methylcyclohexane, petroleumether, ligroin, benzene, toluene, xylene, esters (for example methyl,ethyl, butyl and isobutyl acetate, dimethyl, dibutyl and ethylenecarbonate); amides (for example hexamethylphosphoric triamide,formamide, N-methylformamide, N,N-dimethylformamide,N,N-dipropylformamide, N,N-dibutylformamide, N-methylpyrrolidine,N-methylcaprolactam, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidine,octylpyrrolidone, octylcaprolactam, 1,3-dimethyl-2-imidazolinedione,N-formylpiperidine, N,N′-diformylpiperazine) and ketones (for exampleacetone, acetophenone, methyl ethyl ketone, methyl butyl ketone).

It is of course also possible to perform the process according to theinvention in mixtures of the solvents and diluents mentioned.

When performing the process according to the invention, the reactiontemperatures can be varied within a relatively wide range. In general,the temperatures employed are between −30° C. and +150° C., preferablybetween −10° C. and +100° C.

The process according to the invention is generally performed underatmospheric pressure. However, it is also possible to perform theprocess according to the invention under elevated or reducedpressure—generally at absolute pressures between 0.1 bar and 15 bar.

To perform the process according to the invention, the startingmaterials are generally used in approximately equimolar amounts.However, it is also possible to use one of the components in arelatively large excess. The reaction is generally carried out in asuitable diluent in the presence of a reaction auxiliary, optionallyalso under a protective gas atmosphere (for example under nitrogen,argon or helium) and the reaction mixture is generally stirred at thetemperature required for several hours. The workup is performed bycustomary methods (cf. the Preparation Examples).

The basic reaction auxiliaries used to perform the process according tothe invention may be all suitable acid binders. Examples include:alkaline earth metal or alkali metal compounds (e.g. hydroxides,hydrides, oxides and carbonates of lithium, sodium, potassium,magnesium, calcium and barium), amidine bases or guanidine bases (e.g.7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD);diazabicyclo[4.3.0]nonene (DBN), diazabicyclo[2.2.2]octane (DABCO),1,8-diazabicyclo[5.4.0]undecene (DBU), cyclohexyltetrabutylguanidine(CyTBG), cyclohexyltetramethylguanidine (CyTMG),N,N,N,N-tetramethyl-1,8-naphthalenediamine, pentamethylpiperidine) andamines, especially tertiary amines (e.g. triethylamine, trimethylamine,tribenzylamine, triisopropylamine, tributylamine, tricyclohexylamine,triamylamine, trihexylamine, N,N-dimethylaniline, N,N-dimethyltoluidine,N,N-dimethyl-p-aminopyridine, N-methylpyrrolidine, N-methylpiperidine,N-methylimidazole, N-methylpyrazole, N-methylmorpholine,N-methylhexamethylenediamine, pyridine, 4-pyrrolidinopyridine,4-dimethylaminopyridine, quinoline, 2-picoline, 3-picoline, pyrimidine,acridine, N,N,N′,N′-tetramethylenediamine,N,N,N′,N′-tetraethylenediamine, quinoxaline, N-propyldiisopropylamine,N-ethyldiisopropylamine, N,N′-dimethylcyclohexylamine, 2,6-lutidine,2,4-lutidine or triethylenediamine).

The acidic reaction auxiliaries used to perform the process according tothe invention include all mineral acids (e.g. hydrohalic acids such ashydrofluoric acid, hydrochloric acid, hydrobromic acid or hydriodicacid, and also sulphuric acid, phosphoric acid, phosphorous acid, nitricacid), Lewis acids (e.g. aluminium(III) chloride, boron trifluoride orits etherate, titanium(IV) chloride, tin(IV) chloride) and organic acids(e.g. formic acid, acetic acid, propionic acid, malonic acid, lacticacid, oxalic acid, fumaric acid, adipic acid, stearic acid, tartaricacid, oleic acid, methanesulphonic acid, benzoic acid, benzenesulphonicacid or para-toluenesulphonic acid).

The active compounds according to the invention or active compounds tobe used in accordance with the invention, having good plant tolerance,favourable homeotherm toxicity and good environmental compatibility, aresuitable for protecting plants and plant organs, for increasing harvestyields, for improving the quality of the harvested material and forcontrolling animal pests, especially insects, arachnids, helminths,nematodes and molluscs, which are encountered in agriculture, inhorticulture, in animal husbandry, in forests, in gardens and leisurefacilities, in the protection of stored products and of materials, andin the hygiene sector. They can preferably be used as crop protectioncompositions. They are active against normally sensitive and resistantspecies and against all or some stages of development. Theabovementioned pests include:

pests from the phylum of the Arthropoda, more particularly from theclass of the Arachnida, e.g. Acarus spp., Aceria sheldoni, Aculops spp.,Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp.,Boophilus spp., Brevipalpus spp., Bryobia graminum, Bryobia praetiosa,Centruroides spp., Chorioptes spp., Dermanyssus gallinae,Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentorspp., Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp.,Eriophyes spp., Glycyphagus domesticus, Halotydeus destructor,Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Latrodectus spp.,Loxosceles spp., Metatetranychus spp., Neutrombicula autumnalis,Nuphersa spp., Oligonychus spp., Ornithodorus spp., Ornithonyssus spp.,Panonychus spp., Phyllocoptruta oleivora, Polyphagotarsonemus latus,Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp.,Scorpio maurus, Steneotarsonemus spp., Steneotarsonemus spinki,Tarsonemus spp., Tetranychus spp., Trombicula alfreddugesi, Vaejovisspp., Vasates lycopersici.;from the class of the Chilopoda, e.g. Geophilus spp., Scutigera spp.;from the order or the class of the Collembola, e.g. Onychiurus armatus.;from the class of the Diplopoda, e.g. Blaniulus guttulatus;from the class of the Insecta, e.g. from the order of the Blattodea,e.g. Blattella asahinai, Blattella germanica, Blatta orientalis,Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta spp.,Supella longipalpa;from the order of the Coleoptera, e.g. Acalymma vittatum,Acanthoscelides obtectus, Adoretus spp., Agelastica alni, Agriotes spp.,Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum,Anoplophora spp., Anthonomus spp., Anthrenus spp., Apion spp., Apogoniaspp., Atomaria spp., Attagenus spp., Bruchidius obtectus, Bruchus spp.,Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnemaspp., Cleonus mendicus, Conoderus spp., Cosmopolites spp., Costelytrazealandica, Ctenicera spp., Curculio spp., Cryptolestes ferrugineus,Cryptorhynchus lapathi, Cylindrocopturus spp., Dermestes spp.,Diabrotica spp., Dichocrocis spp., Dicladispa armigera, Diloboderusspp., Epilachna spp., Epitrix spp., Faustinus spp., Gibbium psylloides,Gnathocerus cornutus, Hellula undalis, Heteronychus arator, Heteronyxspp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomecessquamosus, Hypothenemus spp., Lachnosterna consanguinea, Lasiodermaserricorne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsadecemlineata, Leucoptera spp., Lissorhoptrus oryzophilus, Lixus spp.,Luperodes spp., Lyctus spp., Megascelis spp., Melanotus spp., Meligethesaeneus, Melolontha spp., Migdolus spp., Monochamus spp., Naupactusxanthographus, Necrobia spp., Niptus hololeucus, Oryctes rhinoceros,Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorrhynchus spp.,Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophagahelleri, Phyllotreta spp., Popillia japonica, Premnotrypes spp.,Prostephanus truncatus, Psylliodes spp., Ptinus spp., Rhizobiusventralis, Rhizopertha dominica, Sitophilus spp., Sitophilus oryzae,Sphenophorus spp., Stegobium paniceum, Sternechus spp., Symphyletesspp., Tanymecus spp., Tenebrio molitor, Tenebrioides mauretanicus,Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrusspp.;from the order of the Diptera, e.g. Aedes spp., Agromyza spp.,Anastrepha spp., Anopheles spp., Asphondylia spp., Bactrocera spp.,Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina,Ceratitis capitata, Chironomus spp., Chrysomyia spp., Chrysops spp.,Chrysozona pluvialis, Cochliomyia spp., Contarinia spp., Cordylobiaanthropophaga, Cricotopus sylvestris, Culex spp., Culicoides spp.,Culiseta spp., Cuterebra spp., Dacus oleae, Dasyneura spp., Delia spp.,Dermatobia hominis, Drosophila spp., Echinocnemus spp., Fannia spp.,Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp.,Hydrellia griseola, Hylemya spp., Hippobosca spp., Hypoderma spp.,Liriomyza spp., Lucilia spp., Lutzomyia spp., Mansonia spp., Musca spp.,Oestrus spp., Oscinella frit, Paratanytarsus spp., Paralauterborniellasubcincta, Pegomyia spp., Phlebotomus spp., Phorbia spp., Phormia spp.,Piophila casei, Prodiplosis spp., Psila rosae, Rhagoletis spp.,Sarcophaga spp., Simulium spp., Stomoxys spp., Tabanus spp., Tetanopsspp., Tipula spp.;from the order of the Heteroptera, e.g. Anasa tristis, Antestiopsisspp., Boisea spp., Blissus spp., Calocoris spp., Campylomma livida,Cavelerius spp., Cimex spp., Collaria spp., Creontiades dilutus, Dasynuspiperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp.,Euschistus spp., Eurygaster spp., Heliopeltis spp., Horcias nobilellus,Leptocorisa spp., Leptocorisa varicornis, Leptoglossus phyllopus, Lygusspp., Macropes excavatus, Miridae, Monalonion atratum, Nezara spp.,Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., Psallusspp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis,Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibracaspp., Triatoma spp.;from the order of the Homoptera, e.g. Acizzia acaciaebaileyanae, Acizziadodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp.,Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleyrodes proletella,Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridaramalayensis, Amrasca spp., Anuraphis cardui, Aonidiella spp.,Aphanostigma piri, Aphis spp., Arboridia apicalis, Arytainilla spp.,Aspidiella spp., Aspidiotus spp., Atanus spp., Aulacorthum solani,Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae,Brachycaudus helichrysi, Brachycolus spp., Brevicoryne brassicae,Cacopsylla spp., Calligypona marginata, Carneocephala fulgida,Ceratovacuna lanigera, Cercopidae, Ceroplastes spp., Chaetosiphonfragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea,Chromaphis juglandicola, Chrysomphalus ficus, Cicadulina mbila,Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Cryptoneossa spp.,Ctenarytaina spp., Dalbulus spp., Dialeurodes citri, Diaphorina citri,Diaspis spp., Drosicha spp., Dysaphis spp., Dysmicoccus spp., Empoascaspp., Eriosoma spp., Erythroneura spp., Eucalyptolyma spp., Euphylluraspp., Euscelis bilobatus, Ferrisia spp., Geococcus coffeae, Glycaspisspp., Heteropsylla cubana, Heteropsylla spinulosa, Homalodiscacoagulata, Hyalopterus arundinis, Icerya spp., Idiocerus spp.,Idioscopus spp., Laodelphax striatellus, Lecanium spp., Lepidosaphesspp., Lipaphis erysimi, Macrosiphum spp., Macrosteles facifrons,Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metopolophiumdirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonoviaribisnigri, Nephotettix spp., Nettigoniclla spectra, Nilaparvata lugens,Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp.,Parabemisia myricae, Paratrioza spp., Parlatoria spp., Pemphigus spp.,Peregrinus maidis, Phenacoccus spp., Phloeomyzus passerinii, Phorodonhumuli, Phylloxera spp., Pinnaspis aspidistrae, Planococcus spp.,Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspispentagona, Pseudococcus spp., Psyllopsis spp., Psylla spp., Pteromalusspp., Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcusspp., Rhopalosiphum spp., Saissetia spp., Scaphoideus titanus,Schizaphis graminum, Selenaspidus articulatus, Sogata spp., Sogatellafurcifera, Sogatodes spp., Stictocephala festina, Siphoninus phillyreae,Tenalaphara malayensis, Tetragonocephela spp., Tinocallis caryaefoliae,Tomaspis spp., Toxoptera spp., Trialeurodes vaporariorum, Trioza spp.,Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.;

from the order of the Hymenoptera, e.g. Acromyrmex spp., Athalia spp.,Atta spp., Diprion spp., Hoplocampa spp., Lasius spp., Monomoriumpharaonis, Sirex spp., Solenopsis invicta, Tapinoma spp., Urocerus spp.,Vespa spp., Xeris spp.;

from the order of the Isopoda, e.g. Armadillidium vulgare, Oniscusasellus, Porcellio scaber;

from the order of the Isoptera, e.g. Coptotermes spp., Cornitermescumulans, Cryptotermes spp., Incisitermes spp., Microtermes obesi,Odontotermes spp., Reticulitermes spp.;

from the order of the Lepidoptera, e.g. Achroia grisella, Acronictamajor, Adoxophyes spp., Aedia leucomelas, Agrotis spp., Alabama spp.,Amyelois transitella, Anarsia spp., Anticarsia spp., Argyroploce spp.,Barathra brassicae, Borbo cinnara, Bucculatrix thurberiella, Bupaluspiniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capuareticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobiabrumata, Chilo spp., Choristoneura spp., Clysia ambiguella,Cnaphalocerus spp., Cnaphalocrocis medinalis, Cnephasia spp.,Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp.,Dalaca noctuides, Diaphania spp., Diatraea saccharalis, Earias spp.,Ecdytolopha aurantium, Elasmopalpus lignosellus, Eldana saccharina,Ephestia spp., Epinotia spp., Epiphyas postvittana, Etiella spp., Euliaspp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Feltia spp.,Galleria mellonella, Gracillaria spp., Grapholitha spp., Hedylepta spp.,Helicoverpa spp., Heliothis spp., Hofmannophila pseudospretella,Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoriaflavofasciata, Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis,Leucoptera spp., Lithocolletis spp., Lithophane antennata, Lobesia spp.,Loxagrotis albicosta, Lymantria spp., Lyonetia spp., Malacosomaneustria, Maruca testulalis, Mamstra brassicae, Melanitis leda, Mocisspp., Monopis obviella, Mythimna separata, Nemapogon cloacellus,Nymphula spp., Oiketicus spp., Oria spp., Orthaga spp., Ostrinia spp.,Oulema oryzae, Panolis flammea, Parnara spp., Pectinophora spp.,Perileucoptera spp., Phthorimaea spp., Phyllocnistis citrella,Phyllonorycter spp., Pieris spp., Platynota stultana, Plodiainterpunctella, Plusia spp., Plutella xylostella, Prays spp., Prodeniaspp., Protoparce spp., Pseudaletia spp., Pseudaletia unipuncta,Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobiusspp., Scirpophaga spp., Scirpophaga innotata, Scotia segetum, Sesamiaspp., Sesamia inferens, Sparganothis spp., Spodoptera spp., Spodopterapraefica, Stathmopoda spp., Stomopteryx subsecivella, Synanthedon spp.,Tecia solanivora, Thermesia gemmatalis, Tinea cloacella, Tineapellionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella,Trichoplusia spp., Tryporyza incertulas, Tuta absoluta, Virachola spp.;from the order of the Orthoptera or Saltatoria, e.g. Acheta domesticus,Dichroplus spp., Gryllotalpa spp., Hieroglyphus spp., Locusta spp.,Melanoplus spp., Schistocerca gregaria; from the order of thePhthiraptera, e.g. Damalinia spp., Haematopinus spp., Linognathus spp.,Pediculus spp., Phylloera vastatrix, Phtirus pubis, Trichodectes spp.;

from the order of the Psocoptera, e.g. Lepinotus spp., Liposcelis spp.;

from the order of the Siphonaptera, e.g. Ceratophyllus spp.,Ctenocephalides spp., Pulex irritans, Tunga penetrans, Xenopsyllacheopsis;

from the order of the Thysanoptera, e.g. Anaphothrips obscurus,Baliothrips biformis, Drepanothrips reuteri, Enneothrips flavens,Frankliniella spp., Heliothrips spp., Hercinothrips femoralis,Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamomi,Thrips spp.;

from the order of the Zygentoma (=Thysanura), e.g. Ctenolepisma spp.,Lepisma saccharina, Lepismodes inquilinus, Thermobia domestica;

from the class of the Symphyla, e.g. Scutigerella spp.;

pests from the phylum of the Mollusca, more particularly from the classof the Bivalvia, e.g. Dreissena spp., and also from the class of theGastropoda, e.g. Arion spp., Biomphalaria spp., Bulinus spp., Derocerasspp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succineaspp.;

animal parasites from the phyla of the Plathelminthes and Nematoda, e.g.Ancylostoma duodenale, Ancylostoma ceylanicum, Ancylostoma braziliensis,Ancylostoma spp., Ascaris spp., Brugia malayi, Brugia timori, Bunostomumspp., Chabertia spp., Clonorchis spp., Cooperia spp., Dicrocoelium spp.,Dictyocaulus filaria, Diphyllobothrium latum, Dracunculus medinensis,Echinococcus granulosus, Echinococcus multilocularis, Enterobiusvermicularis, Faciola spp., Haemonchus spp., Heterakis spp., Hymenolepisnana, Hyostrongulus spp., Loa Loa, Nematodirus spp., Oesophagostomumspp., Opisthorchis spp., Onchocerca volvulus, Ostertagia spp.,Paragonimus spp., Schistosomen spp., Strongyloides fuelleborni,Strongyloides stercoralis, Strongyloides spp., Taenia saginata, Taeniasolium, Trichinella spiralis, Trichinella nativa, Trichinella britovi,Trichinella nelsoni, Trichinella pseudopsiralis, Trichostrongulus spp.,Trichuris trichiura, Wuchereria bancrofti;

plant pests from the phylum of the Nematoda, i.e. plant-parasiticnematodes, more particularly Aphelenchoides spp., Bursaphelenchus spp.,Ditylenchus spp., Globodera spp., Heterodera spp., Longidorus spp.,Meloidogyne spp., Pratylenchus spp., Radopholus spp., Trichodorus spp.,Tylenchulus spp., Xiphinema spp., Helicotylenchus spp., Tylenchorhynchusspp., Scutellonema spp., Paratrichodorus spp., Meloinema spp.,Paraphelenchus spp., Aglenchus spp., Belonolaimus spp., Nacobbus spp.,Rotylenchulus spp., Rotylenchus spp., Neotylenchus spp., Paraphelenchusspp., Dolichodorus spp., Hoplolaimus spp., Punctodera spp., Criconemellaspp., Quinisulcius spp., Hemicycliophora spp., Anguina spp., Subanguinaspp., Hemicriconemoides spp., Psilenchus spp., Pseudohalenchus spp.,Criconemoides spp., Cacopaurus spp.

Furthermore, from the sub-kingdom of the Protozoa, the order of theCoccidia, e.g. Eimeria spp. can be controlled.

The present invention further relates to formulations and use formsprepared therefrom as crop protection compositions and/or pesticides,for example drench, drip and spray liquors, comprising at least one ofthe active compounds according to the invention. In some cases, the useforms comprise further crop protection agents and/or pesticides and/oradjuvants which improve action, such as penetrants, e.g. vegetable oils,for example rapeseed oil, sunflower oil, mineral oils, for exampleparaffin oils, alkyl esters of vegetable fatty acids, for examplerapeseed oil methyl ester or soya bean oil methyl ester, or alkanolalkoxylates, and/or spreaders, for example alkylsiloxanes, and/or salts,for example organic or inorganic ammonium or phosphonium salts, forexample ammonium sulphate or diammonium hydrogenphosphate, and/orretention promoters, for example dioctyl sulphosuccinate orhydroxypropyl guar polymers, and/or humectants, for example glycerol,and/or fertilizers, for example ammonium-, potassium- orphosphorus-containing fertilizers.

Customary formulations are, for example, water-soluble liquids (SL),emulsion concentrates (EC), emulsions in water (EW), suspensionconcentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules(GR) and capsule concentrates (CS); these and further possibleformulation types are described, for example, by Crop Life Internationaland in Pesticide Specifications, Manual on development and use of FAOand WHO specifications for pesticides, FAO Plant Production andProtection Papers—173, prepared by the FAO/WHO Joint Meeting onPesticide Specifications, 2004, ISBN: 9251048576. The formulations, inaddition to one or more active compounds according to the invention,optionally comprise further agrochemically active compounds.

These are preferably formulations or use forms which compriseauxiliaries, for example extenders, solvents, spontaneity promoters,carriers, emulsifiers, dispersants, antifreezes, biocides, thickenersand/or further auxiliaries, for example adjuvants. An adjuvant in thiscontext is a component which enhances the biological effect of theformulation, without the component itself having a biological effect.Examples of adjuvants are agents which promote retention, spreading,attachment to the leaf surface or penetration.

These formulations are produced in a known manner, for example by mixingthe active compounds with auxiliaries, for example extenders, solventsand/or solid carriers and/or further auxiliaries, for examplesurfactants. The formulations are prepared either in suitableinstallations or else before or during application.

Auxiliaries used may be substances capable of giving the formulation ofthe active compound, or the application forms prepared from theseformulations (such as ready-to-use crop protection compositions, forexample, such as spray liquors or seed dressings) particular properties,such as certain physical, technical and/or biological properties.

Suitable extenders are, for example, water, polar and nonpolar organicchemical liquids, for example from the classes of the aromatic andnon-aromatic hydrocarbons (such as paraffins, alkylbenzenes,alkylnaphthalenes, chlorobenzenes), the alcohols and polyols (which, ifappropriate, may also be substituted, etherified and/or esterified), theketones (such as acetone, cyclohexanone), esters (including fats andoils) and (poly)ethers, the unsubstituted and substituted amines,amides, lactams (such as N-alkylpyrrolidones) and lactones, thesulphones and sulphoxides (such as dimethyl sulphoxide).

If the extender used is water, it is also possible to employ, forexample, organic solvents as auxiliary solvents. Useful liquid solventsare essentially: aromatics such as xylene, toluene or alkylnaphthalenes,chlorinated aromatics and chlorinated aliphatic hydrocarbons such aschlorobenzenes, chloroethylenes or methylene chloride, aliphatichydrocarbons such as cyclohexane or paraffins, for example mineral oilfractions, mineral and vegetable oils, alcohols such as butanol orglycol and their ethers and esters, ketones such as acetone, methylethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polarsolvents such as dimethylformamide and dimethyl sulphoxide, and alsowater.

In principle it is possible to use all suitable solvents. Examples ofsuitable solvents are aromatic hydrocarbons, such as xylene, toluene oralkylnaphthalenes, chlorinated aromatic or chlorinated aliphatichydrocarbons, such as chlorobenzene, chloroethylene or methylenechloride, aliphatic hydrocarbons, such as cyclohexane, paraffins,petroleum fractions, mineral and vegetable oils, alcohols, such asmethanol, ethanol, isopropanol, butanol or glycol and their ethers andesters, ketones such as acetone, methyl ethyl ketone, methyl isobutylketone or cyclohexanone, strongly polar solvents, such as dimethylsulphoxide, and also water.

In principle it is possible to use all suitable carriers. Usefulcarriers include in particular: for example ammonium salts and groundnatural minerals such as kaolins, clays, talc, chalk, quartz,attapulgite, montmorillonite or diatomaceous earth, and ground syntheticmaterials such as finely divided silica, alumina and natural orsynthetic silicates, resins, waxes and/or solid fertilizers. Mixtures ofsuch carriers can likewise be used. Useful carriers for granulesinclude: for example crushed and fractionated natural rocks such ascalcite, marble, pumice, sepiolite, dolomite, and synthetic granules ofinorganic and organic meals, and also granules of organic material suchas sawdust, paper, coconut shells, maize cobs and tobacco stalks.

Liquefied gaseous extenders or solvents can also be used. Particularlysuitable extenders or carriers are those which are gaseous at ambienttemperature and under atmospheric pressure, for example aerosolpropellant gases, such as halogenated hydrocarbons, and also butane,propane, nitrogen and carbon dioxide.

Examples of emulsifiers and/or foam-formers, dispersants or wettingagents with ionic or nonionic properties, or mixtures of thesesurfactants, are salts of polyacrylic acid, salts of lignosulphonicacid, salts of phenolsulphonic acid or naphthalenesulphonic acid,polycondensates of ethylene oxide with fatty alcohols or with fattyacids or with fatty amines, with substituted phenols (preferablyalkylphenols or arylphenols), salts of sulphosuccinic esters, taurinederivatives (preferably alkyl taurates), phosphoric esters ofpolyethoxylated alcohols or phenols, fatty esters of polyols, andderivatives of the compounds containing sulphates, sulphonates andphosphates, for example alkylaryl polyglycol ethers, alkylsulphonates,alkyl sulphates, arylsulphonates, protein hydrolysates, lignosulphitewaste liquors and methylcellulose. The presence of a surfactant isadvantageous if one of the active compounds and/or one of the inertcarriers is insoluble in water and when the application takes place inwater.

Further auxiliaries which may be present in the formulations and the useforms derived therefrom include dyes such as inorganic pigments, forexample iron oxide, titanium oxide and Prussian Blue, and organic dyessuch as alizarin dyes, azo dyes and metal phthalocyanine dyes, andnutrients and trace nutrients such as salts of iron, manganese, boron,copper, cobalt, molybdenum and zinc.

Additional components may be stabilizers, such as cold stabilizers,preservatives, antioxidants, light stabilizers, or other agents whichimprove chemical and/or physical stability. Foam-formers or antifoamsmay also be present.

Tackifiers such as carboxymethylcellulose and natural and syntheticpolymers in the form of powders, granules or latices, such as gumarabic, polyvinyl alcohol and polyvinyl acetate, or else naturalphospholipids such as cephalins and lecithins and syntheticphospholipids may also be present as additional auxiliaries in theformulations and the use forms derived therefrom. Further auxiliariesmay be mineral and vegetable oils.

If appropriate, the formulations and the use forms derived therefrom mayalso comprise further auxiliaries. Examples of such additives includefragrances, protective colloids, binders, adhesives, thickeners,thixotropic agents, penetrants, retention promoters, stabilizers,sequestrants, complexing agents, humectants, spreaders. In general, theactive compounds can be combined with any solid or liquid additivecommonly used for formulation purposes.

Useful retention promoters include all those substances which reduce thedynamic surface tension, for example dioctyl sulphosuccinate, orincrease the viscoelasticity, for example hydroxypropylguar polymers.

Penetrants contemplated in the present context include all thosesubstances which are commonly used to promote the penetration ofagrochemically active compounds into plants. Penetrants are defined inthis context by their ability to penetrate from the (generally aqueous)spray liquor and/or from the spray coating into the cuticle of the plantand thereby increase the mobility of active compounds in the cuticle.The method described in the literature (Baur et al., 1997, PesticideScience 51, 131-152) may be used for the purpose of determining thisquality. Examples include alcohol alkoxylates such as coconut fattyethoxylate (10) or isotridecyl ethoxylate (12), fatty acid esters, forexample rapeseed oil methyl ester or soya oil methyl ester, fatty aminealkoxylates, for example tallowamine ethoxylate (15), or ammonium and/orphosphonium salts, for example ammonium sulphate or diammoniumhydrogenphosphate.

The formulations contain preferably between 0.00000001% and 98% byweight of active compound or more preferably between 0.01% and 95% byweight of active compound, more preferably between 0.5% and 90% byweight of active compound, based on the weight of the formulation.

The active compound content of the use forms (crop protectioncompositions) prepared from the formulations can vary within widelimits. The active compound concentration of the use forms may typicallybe between 0.00000001% and 95% by weight of active compound, preferablybetween 0.00001% and 1% by weight, based on the weight of the use form.Application is accomplished in a customary manner appropriate for theuse forms.

The active compounds according to the invention or the active compoundsto be used in accordance with the invention may be used as such or informulations thereof, including in a mixture with one or more suitablefungicides, bactericides, acaricides, molluscicides, nematicides,insecticides, microbiologicals, beneficial species, fertilizers, birdrepellents, phytotonics, sterilants, synergists, safeners,semiochemicals and/or plant growth regulators, in order thus, forexample, to broaden the spectrum of action, to prolong the duration ofaction, to increase the rate of action, to prevent repulsion or preventevolution of resistance. In addition, such active compound combinationsmay improve plant growth and/or tolerance to abiotic factors, forexample high or low temperatures, to drought or to elevated watercontent or soil salinity. It is also possible to improve flowering andfruiting performance, optimize germination capacity and rootdevelopment, facilitate harvesting and improve yields, influencematuration, improve the quality and/or the nutritional value of theharvested products, prolong storage life and/or improve theprocessability of the harvested products. By combining the activecompounds according to the invention or the active compounds to be usedin accordance with the invention with mixing partners, synergisticeffects are obtained, i.e. the efficacy of the particular mixture isgreater than expected on the basis of the efficacies of the individualcomponents. It is generally possible to use the combinations inpremixes, tank mixes or ready mixes, and also in seed applications.

The active compounds identified here by their common names are known andare described, for example, in the pesticide handbook (“The PesticideManual” 14th Ed., British Crop Protection Council 2006) or can be foundon the Internet (e.g. http://www.alanwood.net/pesticides).

Insecticides/acaricides/nematicides suitable as mixing components are

(1) Acetylcholinesterase (AChE) inhibitors, for examplecarbamates, for example alanycarb, aldicarb, bendiocarb, benfuracarb,butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan,ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb,methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur,thiodicarb, thiofanox, triazamate, trimethacarb, XMC and xylylcarb; ororganophosphates, for example acephate, azamethiphos, azinphos-ethyl,azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos,chlormephos, chloropyrifos, chloropyrifos-methyl, coumaphos, cyanophos,demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate,dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur,fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos,isofenphos, isopropyl O-(methoxyaminothiophosphoryl)salicylate,isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos,monocrotophos, naled, omethoate, oxydemeton-methyl, parathion,parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon,phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos,pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos,temephos, terbufos, tetrachlorvinphos, thiometon, triazophos,trichlorfon and vamidothion.(2) GABA-gated chloride channel antagonists, for examplecyclodiene organochlorines, e.g. chlordane and endosulfan; orphenylpyrazoles (fiprole), e.g. ethiprole and fipronil.(3) Sodium channel modulators/voltage-dependent sodium channel blockerssuch as, for example,pyrethroids, e.g. acrinathrin, allethrin, d-cis-trans allethrin, d-transallethrin, bifenthrin, bioallethrin, bioallethrin s-cyclopentenylisomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin,cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin,alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin,zeta-cypermethrin, cyphenothrin [(1R)-trans-isomer], deltamethrin,empenthrin [(EZ)-(1R)-isomer], esfenvalerate, etofenprox, fenpropathrin,fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox,imiprothrin, kadethrin, permethrin, phenothrin [(1R)-trans-isomer],prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen,tefluthrin, tetramethrin, tetramethrin [(1R)-isomer)], tralomethrin andtransfluthrin; orDDT; or methoxychlor.(4) Nicotinergic acetylcholine receptor (nAChR) agonists such as, forexample,neonicotinoids, e.g. acetamiprid, clothianidin, dinotefuran,imidacloprid, nitenpyram, thiacloprid and thiamethoxam; ornicotine; orsulfoxaflor.(5) Nicotinergic acetylcholine receptor (nAChR) allosteric activatorssuch as, for example, spinosyns, e.g. spinetoram and spinosad.(6) Chloride channel activators such as, for example,avermectins/milbemycins, for example abamectin, emamectin benzoate,lepimectin and milbemectin.(7) Juvenile hormone imitators such as, for example,juvenile hormone analogues, e.g. hydroprene, kinoprene and methoprene;orfenoxycarb; or pyriproxyfen.(8) Active compounds with unknown or nonspecific mechanisms of actionsuch as, for example alkyl halides, e.g. methyl bromide and other alkylhalides; orchloropicrin; or sulphuryl fluoride; or borax; or tartar emetic.(9) Selective antifeedants, for example pymetrozine; or flonicamid.(10) Mite growth inhibitors, for example clofentezine, hexythiazox anddiflovidazin; or etoxazole.(11) Microbial disruptors of the insect gut membrane, e.g. Bacillusthuringiensis subspecies israelensis, Bacillus thuringiensis subspeciesaizawai, Bacillus thuringiensis subspecies kurstaki, Bacillusthuringiensis subspecies tenebrionis and B.t. plant proteins: Cry1Ab,Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1/35Ab1 or Bacillus sphaericus.(12) Oxidative phosphorylation inhibitors, ATP disruptors such as, forexample, diafenthiuron; ororganotin compounds, e.g. azocyclotin, cyhexatin and fenbutatin oxide;orpropargite; or tetradifon.(13) Oxidative phosphorylation decouplers acting by interrupting the Hproton gradient such as, for example, chlorfenapyr, DNOC andsulfluramid.(14) Nicotinergic acetylcholine receptor antagonists such as, forexample, bensultap, cartap hydrochloride, thiocylam, andthiosultap-sodium.(15) Chitin biosynthesis inhibitors, type 0, such as, for example,bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron,flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron,teflubenzuron and triflumuron.(16) Chitin biosynthesis inhibitors, type 1, for example buprofezin.(17) Molting disruptors, dipteran such as, for example, cyromazine.(18) Ecdysone receptor agonists such as, for example, chromafenozide,halofenozide, methoxyfenozide and tebufenozide.(19) Octopaminergic agonists such as, for example, amitraz.(20) Complex-III electron transport inhibitors such as, for example,hydramethylnone; or acequinocyl; or fluacrypyrim.(21) Complex-I electron transport inhibitors, for exampleMETI acaricides, e.g. fenazaquin, fenpyroximate, pyrimidifen, pyridaben,tebufenpyrad and tolfenpyrad; orrotenone (Derris).(22) Voltage-dependent sodium channel blockers, for example indoxacarb;or metaflumizone.(23) Inhibitors of acetyl-CoA carboxylase such as, for example,tetronic and tetramic acid derivatives, e.g. spirodiclofen, spiromesifenand spirotetramat.(24) Complex-IV electron transport inhibitors such as, for example,phosphines, e.g. aluminium phosphide, calcium phosphide, phosphine andzinc phosphide; orcyanide.(25) Complex II electron transport inhibitors, such as, for example,cyenopyrafen and cyflumetofen.(28) Ryanodine receptor effectors such as, for example,diamides, e.g. chlorantraniliprole, cyantraniliprole and flubendiamide.

Further active compounds such as, for example, amidoflumet,azadirachtin, benclothiaz, benzoximate, bifenazate, bromopropylate,chinomethionat, cryolite, dicofol, diflovidazin, fluensulphone,flufenerim, flufiprole, fluopyram, fufenozide, imidaclothiz, iprodione,meperfluthrin, pyridalyl, pyrifluquinazon, tetramethylfluthrin andiodomethane; and additionally preparations based on Bacillus firmus(particularly strain CNCM I-1582, for example VOTiVO™, BioNem), and thefollowing compounds:

3-bromo-N-{2-bromo-4-chloro-6-[(1-cyclopropylethyl)carbamoyl]phenyl}-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide(known from WO 2005/077934),4-{[(6-bromopyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one(known from WO 2007/115644),4-{[(6-fluoropyrid-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one(known from WO2007/115644),4-{[(2-chloro-1,3-thiazol-5-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one(known from WO 2007/115644),4-{[(6-chloropyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one(known from WO2007/115644), flupyradifurone,4-{[(6-chloro-5-fluoropyrid-3-yl)methyl](methyl)amino}furan-2(5H)-one(known from WO2007/115643),4-{[(5,6-dichloropyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one(known from WO 2007/115646),4-{[(6-chloro-5-fluoropyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-one(known from WO2007/115643),4-{[(6-chloropyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-one (knownfrom EPA 0 539 588),4-{[(6-chloropyrid-3-yl)methyl](methyl)amino}furan-2(5H)-one (known fromEP A 0539588),{[1-(6-chloropyridin-3-yl)ethyl](methyl)oxido-λ⁴-sulphanylidene}cyanamide(known from WO2007/149134) and its diastereomers{[(1R)-1-(6-chloropyridin-3-yl)ethyl](methyl)oxido-λ⁴-sulphanylidene}cyanamide(A) and{[(1S)-1-(6-chloropyridin-3-yl)ethyl](methyl)oxido-λ⁴-sulphanylidene}cyanamide(B) (likewise known from WO 2007/149134) and also diastereomers[(R)-methyl(oxido){(1R)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ⁴-sulphanylidene]cyanamide(A1) and[(S)-methyl(oxido){(1S)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ⁴-sulphanylidene]cyanamide(A2), identified as diastereomer group A (known from WO 2010/074747, WO2010/074751),[(R)-methyl(oxido){(1S)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-4-sulphanylidene]cyanamide(B1) and[(S)-methyl(oxido){(1R)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ⁴-sulphanylidene]cyanamide(B2), identified as diastereomer group B (likewise known fromWO2010/074747, WO2010/074751) and11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-one(known from WO 2006/089633),3-(4′-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one(known from WO2008/067911),1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulphinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine(known from WO 2006/043635), afidopyropen (known from WO 2008/066153),2-cyano-3-(difluoromethoxy)-N,N-dimethylbenzenesulphonamide (known fromWO 2006/056433), 2-cyano-3-(difluoromethoxy)-N-methylbenzenesulphonamide(known from WO 2006/100288),2-cyano-3-(difluoromethoxy)-N-ethylbenzenesulphonamide (known from WO2005/035486),4-(difluoromethoxy)-N-ethyl-N-methyl-1,2-benzothiazole-3-amine1,1-dioxide (known from WO 2007/057407),N-[1-(2,3-dimethylphenyl)-2-(3,5-dimethylphenyl)ethyl]-4,5-dihydro-1,3-thiazol-2-amine(known from WO2008/104503),{1′-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-3,4′-piperidin]-1(2H)-yl}(2-chloropyridin-4-yl)methanone(known from WO 2003/106457),3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one(known from WO 2009/049851),3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-ylethyl carbonate (known from WO 2009/049851),4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine(known from WO 2004/099160),(2,2,3,3,4,4,5,5-octafluoropentyl)(3,3,3-trifluoropropyl)malononitrile(known from WO 2005/063094),(2,2,3,3,4,4,5,5-octafluoro-pentyl)(3,3,4,4,4-pentafluorobutyl)malononitrile(known from WO 2005/063094),8-[2-(cyclopropylmethoxy)-4-(trifluoromethyl)phenoxy]-3-[6-(trifluoromethyl)pyridazin-3-yl]-3-azabicyclo[3.2.1]octane(known from WO 2007/040280), flometoquin, PF1364 (CAS Reg. No.1204776-60-2) (known from JP 2010/018586),5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(1H-1,2,4-triazol-1-yl)benzonitrile(known from WO 2007/075459),5-[5-(2-chloropyridin-4-yl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(1H-1,2,4-triazol-1-yl)benzonitrile(known from WO 2007/075459),4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}benzamide(known from WO 2005/085216),4-{[(6-chloropyridin-3-yl)methyl](cyclopropyl)amino}-1,3-oxazol-2(5H)-one,4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}-1,3-oxazol-2(5H)-one,4-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-1,3-oxazol-2(5H)-one,4-{[(6-chloropyridin-3-yl)methyl](methyl)amino}-1,3-oxazol-2(5H)-one(all known from WO2010/005692), pyflubumide (known from WO2002/096882),methyl2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-chloro-3-methylbenzoyl]-2-methylhydrazinecarboxylate(known from WO 2005/085216), methyl2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzoyl]-2-ethylhydrazinecarboxylate(known from WO 2005/085216), methyl2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzoyl]-2-methylhydrazinecarboxylate(known from WO 2005/085216), methyl2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl]-1,2-diethylhydrazinecarboxylate(known from WO2005/085216), methyl2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl]-2-ethylhydrazinecarboxylate(known from WO2005/085216),(5RS,7RS;5RS,7SR)-1-(6-chloro-3-pyridylmethyl)-1,2,3,5,6,7-hexahydro-7-methyl-8-nitro-5-propoxyimidazo[1,2-a]pyridine(known from WO2007/101369),2-{6-[2-(5-fluoropyridin-3-yl)-1,3-thiazol-5-yl]pyridin-2-yl}pyrimidine(known from WO 2010/006713),2-6-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]pyridin-2-yl}pyrimidine (knownfrom WO 2010/006713),1-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-1H-tetrazol-1-yl]methyl}-1H-pyrazole-5-carboxamide(known from WO 2010/069502),1-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-1H-pyrazole-5-carboxamide(known from WO 2010/069502),N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-1-(3-chloropyridin-2-yl)-3-{[5-(trifluoromethyl)-1H-tetrazol-1-yl]methyl}-1H-pyrazole-5-carboxamide(known from WO 2010/069502),N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-1-(3-chloropyridin-2-yl)-3-{[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-1H-pyrazole-5-carboxamide(known from WO 2010/069502),(1E)-N-[(6-chloropyridin-3-yl)methyl]-N′-cyano-N-(2,2-difluoroethyl)ethanimideamide(known from WO 2008/009360),N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide(known from CN 102057925), methyl2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzoyl]-2-ethyl-1-methylhydrazinecarboxylate(known from WO2011/049233), heptafluthrin, pyriminostrobin,flufenoxystrobin and3-chloro-N²-(2-cyanopropan-2-yl)-N¹-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2-methylphenyl]phthalamide(known from WO2012/034472).

Fungicides suitable as mixing components are:

(1) Ergosterol biosynthesis inhibitors, for example aldimorph,azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazole,difenoconazole, diniconazole, diniconazole-M, dodemorph, dodemorphacetate, epoxiconazole, etaconazole, fenarimol, fenbuconazole,fenhexamid, fenpropidin, fenpropimorph, fluquinconazole, flurprimidol,flusilazole, flutriafol, furconazole, furconazole-cis, hexaconazole,imazalil, imazalil sulphate, imibenconazole, ipconazole, metconazole,myclobutanil, naftifin, nuarimol, oxpoconazole, paclobutrazole,pefurazoate, penconazole, piperalin, prochloraz, propiconazole,prothioconazole, pyributicarb, pyrifenox, quinconazole, simeconazole,spiroxamine, tebuconazole, terbinafine, tetraconazole, triadimefon,triadimenol, tridemorph, triflumizole, triforine, triticonazole,uniconazole, uniconazole-p, viniconazole, voriconazole,1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)cycloheptanol, methyl1-(2,2-dimethyl-2,3-dihydro-1H-inden-1-yl)-1H-imidazole-5-carboxylate,N′-{5-(difluoromethyl)-2-methyl-4-[3-(trimethylsilyl)propoxy]phenyl}-N-ethyl-N-methylimidoformamide,N-ethyl-N-methyl-N′-{2-methyl-5-(trifluoromethyl)-4-[3-(trimethyl-silyl)propoxy]phenyl}imidoformamideand O-[1-(4-methoxyphenoxy)-3,3-dimethylbutan-2-yl]1H-imidazole-1-carbothioate.(2) Respiration inhibitors (respiratory chain inhibitors), such as, forexample, bixafen, boscalid, carboxin, diflumetorim, fenfuram, fluopyram,flutolanil, fluxapyroxad, furametpyr, furmecyclox, isopyrazam mixture ofthe syn-epimeric racemate 1RS,4SR,9RS and of the anti-epimeric racemate1RS,4SR,9SR, isopyrazam (anti-epimeric racemate), isopyrazam(anti-epimeric enantiomer 1R,4S,9S), isopyrazam (anti-epimericenantiomer 1S,4R,9R), isopyrazam (syn-epimeric racemate 1RS,4SR,9RS),isopyrazam (syn-epimeric enantiomer 1R,4S,9R), isopyrazam (syn-epimericenantiomer 1S,4R,9S), mepronil, oxycarboxin, penflufen, penthiopyrad,sedaxane, thifluzamid,1-methyl-N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide,3-(difluoromethyl)-1-methyl-N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-1H-pyrazole-4-carboxamide,3-(difluoromethyl)-N-[4-fluoro-2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-1-methyl-1H-pyrazole-4-carboxamide,N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide,5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazoline-4-amine,N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide,N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamideandN-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide.(3) Respiration inhibitors (respiratory chain inhibitors) acting oncomplex III of the respiratory chain, for example ametoctradin,amisulbrom, azoxystrobin, cyazofamid, coumethoxystrobin, coumoxystrobin,dimoxystrobin, enestroburin, famoxadone, fenamidone, fenoxystrobin,fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin,picoxystrobin, pyraclostrobin, pyrametostrobin, pyraoxystrobin,pyribencarb, triclopyricarb, trifloxystrobin,(2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4-yl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide,(2E)-2-(methoxyimino)-N-methyl-2-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanamide,(2E)-2-(methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl)phenyl]ethoxy}imino)methyl]phenyl}ethanamide,(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylethenyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylethanamide,(2E)-2-{2-[({[(2E,3E)-4-(2,6-dichlorophenyl)but-3-en-2-ylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylethanamide,2-chloro-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)pyridine-3-carboxamide,5-methoxy-2-methyl-4-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,methyl(2E)-2-{2-[({cyclopropyl[(4-methoxyphenyl)imino]methyl}sulphanyl)methyl]phenyl}-3-methoxyprop-2-enoate,N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-(formylamino)-2-hydroxybenzamide,2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamideand(2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide.(4) Mitosis and cell division inhibitors, for example benomyl,carbendazim, chlorfenazole, diethofencarb, ethaboxam, fluopicolide,fuberidazole, pencycuron, thiabendazole, thiophanate-methyl,thiophanate, zoxamide,5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidineand3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine.(5) Compounds with multisite activity, for example Bordeaux mixture,captafol, captan, chlorothalonil, copper preparations such as copperhydroxide, copper naphthenate, copper oxide, copper oxychloride, coppersulphate, dichlofluanid, dithianon, dodine, dodine free base, ferbam,fluorofolpet, folpet, guazatine, guazatine acetate, iminoctadine,iminoctadine albesilate, iminoctadine triacetate, mancopper, mancozeb,maneb, metiram, metiram zinc, oxine-copper, propamidine, propineb,sulphur and sulphur preparations, for example calcium polysulphide,thiram, tolylfluanid, zineb and ziram.(6) Resistance inductors, for example acibenzolar-S-methyl, isotianil,probenazole and tiadinil.(7) Amino acid and protein biosynthesis inhibitors, for exampleandoprim, blasticidin-S, cyprodinil, kasugamycin, kasugamycinhydrochloride hydrate, mepanipyrim, pyrimethanil and3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinoline.(8) ATP production inhibitors, for example fentin acetate, fentinchloride, fentin hydroxide and silthiofam.(9) Cell wall synthesis inhibitors, for example benthiavalicarb,dimethomorph, flumorph, iprovalicarb, mandipropamid, polyoxins,polyoxorim, validamycin A and valifenalate.(10) Lipid and membrane synthesis inhibitors, for example biphenyl,chloroneb, dicloran, edifenphos, etridiazole, iodocarb, iprobenfos,isoprothiolane, propamocarb, propamocarb hydrochloride, prothiocarb,pyrazophos, quintozene, tecnazene and tolclofos-methyl.(11) Melanin biosynthesis inhibitors, for example carpropamid,diclocymet, fenoxanil, fthalide, pyroquilon, tricyclazole and2,2,2-trifluoroethyl{3-methyl-1-[(4-methylbenzoyl)amino]butan-2-yl}carbamate.(12) Nucleic acid synthesis inhibitors, for example benalaxyl,benalaxyl-M (kiralaxyl), bupirimate, clozylacon, dimethirimol,ethirimol, furalaxyl, hymexazol, metalaxyl, metalaxyl-M (mefenoxam),ofurace, oxadixyl and oxolinic acid.(13) Signal transduction inhibitors, for example chlozolinate,fenpiclonil, fludioxonil, iprodione, procymidone, quinoxyfen andvinclozolin.(14) Decouplers, for example binapacryl, dinocap, ferimzone, fluazinamand meptyldinocap.(15) Further compounds, for example benthiazole, bethoxazin, capsimycin,carvone, chinomethionat, pyriofenone (chlazafenone), cufraneb,cyflufenamid, cymoxanil, cyprosulfamide, dazomet, debacarb,dichlorophen, diclomezine, difenzoquat, difenzoquat methylsulphate,diphenylamine, ecomat, fenpyrazamine, flumetover, fluoromide,flusulfamide, flutianil, fosetyl-aluminium, fosetyl-calcium,fosetyl-sodium, hexachlorobenzene, irumamycin, methasulfocarb, methylisothiocyanate, metrafenon, mildiomycin, natamycin, nickeldimethyldithiocarbamate, nitrothal-isopropyl, octhilinone, oxamocarb,oxyfenthiin, pentachlorophenol and salts thereof, phenothrin, phosphoricacid and salts thereof, propamocarb-fosetylate, propanosine-sodium,proquinazid, pyrimorph,(2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one,(2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one,pyrrolnitrin, tebufloquin, tecloftalam, tolnifanid, triazoxide,trichlamide, zarilamide,(3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl2-methylpropanoate,1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone,1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone,1-(4-{4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone,1-(4-methoxyphenoxy)-3,3-dimethylbutan-2-yl 1H-imidazole-1-carboxylate,2,3,5,6-tetrachloro-4-(methylsulphonyl)pyridine,2,3-dibutyl-6-chlorothieno[2,3-d]pyrimidin-4(3H)-one,2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c′]dipyrrole-1,3,5,7(2H,6H)-tetrone,2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[(5R)-5-phenyl-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone,2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[(5S)-5-phenyl-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone,2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-{4-[4-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone,2-butoxy-6-iodo-3-propyl-4H-chromen-4-one,2-chloro-5-[2-chloro-1-(2,6-difluoro-4-methoxyphenyl)-4-methyl-1H-imidazol-5-yl]pyridine,2-phenylphenol and salts thereof,3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline,3,4,5-trichloropyridine-2,6-dicarbonitrile,3-[5-(4-chlorophenyl)-2,3-dimethyl-1,2-oxazolidin-3-yl]pyridine,3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methylpyridazine,4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine,5-amino-1,3,4-thiadiazole-2-thiol,5-chloro-N′-phenyl-N′-(prop-2-yn-1-yl)thiophene-2-sulphonohydrazide,5-fluoro-2-[(4-fluoro-benzyl)oxy]pyrimidin-4-amine,5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine,5-methyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, ethyl(2Z)-3-amino-2-cyano-3-phenylprop-2-enoate,N′-(4-{[3-(4-chlorobenzyl)-1,2,4-thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide,N-(4-chlorobenzyl)-3-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]propanamide,N-[(4-chlorophenyl)(cyano)methyl]-3-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]propanamide,N-[(5-bromo-3-chloropyridin-2-yl)methyl]-2,4-dichloropyridine-3-carboxamide,N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloropyridine-3-carboxamide,N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2-fluoro-4-iodopyridine-3-carboxamide,N-{(E)-[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide,N-{(Z)-[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide,N′-{4-[(3-tert-butyl-4-cyano-1,2-thiazol-5-yl)oxy]-2-chloro-5-methylphenyl}-N-ethyl-N-methylimidoformamide,N-methyl-2-(1-{[5-methyl-3-(trifluoro-methyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)-1,3-thiazole-4-carboxamide,N-methyl-2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-1,3-thiazole-4-carboxamide,N-methyl-2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]-1,3-thiazole-4-carboxamide,pentyl{6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methyl-idene]amino}oxy)methyl]pyridin-2-yl}carbamate,phenazine-1-carboxylic acid, quinolin-8-ol, quinolin-8-ol sulphate (2:1)and tert-butyl{6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate.(16) Further compounds, for example1-methyl-3-(trifluoromethyl)-N-[2′-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide,N-(4′-chlorobiphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,4′-dichlorobiphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide,3-(difluoromethyl)-1-methyl-N-[4′-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide,N-(2′,5′-difluorobiphenyl-2-yl)-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide,3-(difluoromethyl)-1-methyl-N-[4′-(prop-1-yn-1-yl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide,5-fluoro-1,3-dimethyl-N-[4′-(prop-1-yn-1-yl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide,2-chloro-N-[4′-(prop-1-yn-1-yl)biphenyl-2-yl]pyridine-3-carboxamide,3-(difluoromethyl)-N-[4′-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2-yl]-1-methyl-1H-pyrazole-4-carboxamide,N-[4′-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2-yl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide,3-(difluoromethyl)-N-(4′-ethynylbiphenyl-2-yl)-1-methyl-1H-pyrazole-4-carboxamide,N-(4′-ethynylbiphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide,2-chloro-N-(4′-ethynylbiphenyl-2-yl)pyridine-3-carboxamide,2-chloro-N-[4′-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2-yl]pyridine-3-carboxamide,4-(difluoromethyl)-2-methyl-N-[4′-(trifluoromethyl)biphenyl-2-yl]-1,3-thiazole-5-carboxamide,5-fluoro-N-[4′-(3-hydroxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]-1,3-dimethyl-1H-pyrazole-4-carboxamide,2-chloro-N-[4′-(3-hydroxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]pyridine-3-carboxamide,3-(difluoromethyl)-N-[4′-(3-methoxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]-1-methyl-1H-pyrazole-4-carboxamide,5-fluoro-N-[4′-(3-methoxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]-1,3-dimethyl-1H-pyrazole-4-carboxamide,2-chloro-N-[4′-(3-methoxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]pyridine-3-carboxamide,(5-bromo-2-methoxy-4-methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanone,N-[2-(4-{[3-(4-chlorophenyl)prop-2-yn-1-yl]oxy}-3-methoxyphenyl)ethyl]-N2-(methylsulphonyl)valinamide,4-oxo-4-[(2-phenyl-ethyl)amino]butanoic acid and but-3-yn-1-yl{6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate.

All mixing components mentioned in classes (1) to (16) can, if they arecapable on the basis of their functional groups, optionally form saltswith suitable bases or acids.

The invention can be used to treat all plants and parts of plants.Plants in this context are understood to include all plants and plantpopulations, such as desired and unwanted wild plants or crop plants(including naturally occurring crop plants). Crop plants may be plantswhich can be obtained by conventional breeding and optimization methodsor by biotechnological and genetic engineering methods or combinationsof these methods, including the transgenic plants and including theplant cultivars which are protectable and non-protectable by plantbreeders' rights. Plant parts should be understood to mean all parts andorgans of the plants above and below ground, such as shoot, leaf, flowerand root, examples given being leaves, needles, stalks, stems, flowers,fruit bodies, fruits and seeds, and also tubers, roots and rhizomes.Parts of plants also include harvested plants and vegetative andgenerative propagation material, for example seedlings, tubers,rhizomes, cuttings and seeds.

As already mentioned above, it is possible to treat all plants and theirparts according to the invention. In a preferred embodiment, wild plantspecies and plant cultivars, or those obtained by conventionalbiological breeding methods, such as crossing or protoplast fusion, andalso parts thereof, are treated. In a further preferred embodiment,transgenic plants and plant cultivars obtained by genetic engineeringmethods, if appropriate in combination with conventional methods(genetically modified organisms), and parts thereof are treated. Theterm “parts” or “parts of plants” or “plant parts” has been explainedabove. The invention is used with particular preference to treat plantsof the respective commercially customary cultivars or those that are inuse. Plant cultivars are to be understood as meaning plants having newproperties (“traits”) and which have been obtained by conventionalbreeding, by mutagenesis or by recombinant DNA techniques. They can becultivars, varieties, bio- or genotypes.

The treatment of the plants and plant parts with the active compounds,active compound combinations or compositions according to the inventionor the active compounds, active compound combinations or compositions tobe used in accordance with the invention is carried out directly or byaction on their surroundings, habitat or storage space using customarytreatment methods, for example by dipping, spraying, atomizing,irrigating, evaporating, dusting, fogging, broadcasting, foaming,painting, spreading-on, injecting, watering (drenching), drip irrigatingand, in the case of propagation material, in particular in the case ofseed, furthermore as a powder for dry seed treatment, a solution forseed treatment, a water-soluble powder for slurry treatment, byincrusting, by coating with one or more coats, etc. It is furthermorepossible to apply the active compounds by the ultra-low volume method orto inject the active compound preparation or the active compound itselfinto the soil.

One preferred direct treatment of the plants is foliar application; inother words, the active compounds, active compound combinations orcompositions are applied to the foliage, where the frequency oftreatment and the application rate may be adjusted for the infestationpressure of the particular pathogen, pest or weed.

In the case of systemically active compounds, the active compounds,active compound combinations or compositions access the plants via theroot system. The plants are then treated by the action of the activecompounds, active compound combinations or compositions on the habitatof the plant. This may be done, for example, by drenching, or by mixinginto the soil or the nutrient solution, i.e. the locus of the plant(e.g. soil or hydroponic systems) is impregnated with a liquid form ofthe active compounds, active compound combinations or compositions, orby soil application, i.e. the active compounds, active compoundcombinations or compositions according to the invention are introducedin solid form (e.g. in the form of granules) into the locus of theplants. In the case of paddy rice crops, this can also be done bymetering the invention in a solid application form (for example asgranules) into a flooded paddy field.

The control of animal pests by treating the seed of plants has beenknown for a long time and is the subject of continuous improvements.Nevertheless, the treatment of seed gives rise to a series of problemswhich cannot always be solved in a satisfactory manner. Thus, it isdesirable to develop methods for protecting the seed and the germinatingplant which dispense with, or at least reduce considerably, theadditional application of crop protection compositions during storage,after sowing or after emergence of the plants. It is furthermoredesirable to optimize the amount of active compound employed in such away as to provide optimum protection for the seed and the germinatingplant from attack by animal pests, but without damaging the plant itselfby the active compound employed. In particular, methods for thetreatment of seed should also take into consideration the intrinsicinsecticidal or nematicidal properties of pest-resistant or -toleranttransgenic plants in order to achieve optimum protection of the seed andalso the germinating plant with a minimum of crop protection productsbeing employed.

The present invention therefore in particular also relates to a methodfor the protection of seed and germinating plants, from attack by pests,by treating the seed with an active compound according to the inventionor an active compound to be used according to the invention. The methodaccording to the invention for protecting seed and germinating plantsagainst attack by pests comprises a method where the seed is treatedsimultaneously in one operation with an active compound of the formula Iand a mixing partner. It also comprises a method where the seed istreated at different times with an active compound of the formula I anda mixing partner.

The invention likewise relates to the use of the active compoundsaccording to the invention for the treatment of seed for protecting theseed and the resulting plant from animal pests.

Furthermore, the invention relates to seed which has been treated withan active compound according to the invention so as to afford protectionfrom animal pests. The invention also relates to seed which has beentreated simultaneously with an active compound of the formula I and amixing partner. The invention furthermore relates to seed which has beentreated at different times with an active compound of the formula I anda mixing partner. In the case of seed which has been treated atdifferent points in time with an active compound of the formula I and amixing partner, the individual active compounds of the compositionaccording to the invention may be present on the seed in differentlayers. Here, the layers comprising an active compound of the formula(I) and a mixing partner may optionally be separated by an intermediatelayer. The invention also relates to seed where an active compound ofthe formula I and a mixing partner have been applied as component of acoating or as a further layer or further layers in addition to acoating.

Furthermore, the invention relates to seed which, after the treatmentwith the active compound of the formula (I) or an active compoundcombination comprising the active compound of the formula (I), has beensubjected to a film-coating process to prevent dust abrasion on theseed.

One of the advantages of the present invention is that the particularsystemic properties of the compositions according to the invention meanthat treatment of the seed with these compositions not only protects theseed itself, but also the resulting plants after emergence, from animalpests. In this manner, the immediate treatment of the crop at the timeof sowing or shortly thereafter can be dispensed with.

It has to be considered a further advantage that by treatment of theseed with active compound of the formula (I) or active compoundcombination comprising the active compound of the formula (I),germination and emergence of the treated seed may be enhanced.

It is likewise to be considered advantageous that the active compoundsof the formula (I) and the active compound combinations mentioned can beused in particular also for transgenic seed.

It may also be mentioned that the active compounds of the formula (I)can be employed in combination with compositions of signallingtechnology, leading, for example, to better colonization by symbiontssuch as, for example rhizobia, mycorrhizae and/or endophytic bacteria,and/or to optimized nitrogen fixation.

The compositions according to the invention are suitable for protectionof seed of any plant variety which is used in agriculture, in thegreenhouse, in forests or in horticulture. In particular, this takes theform of seed of cereals (for example wheat, barley, rye, millet andoats), corn, cotton, soya beans, rice, potatoes, sunflowers, coffee,tobacco, canola, oilseed rape, beets (for example sugarbeets and fodderbeets), peanuts, vegetables (for example tomatoes, cucumbers, bean,cruciferous vegetables, onions and lettuce), fruit plants, lawns andornamental plants. The treatment of the seed of cereals (such as wheat,barley, rye and oats), maize, soya beans, cotton, canola, oilseed rapeand rice is of particular importance.

As already mentioned above, the treatment of transgenic seed with activecompounds of the formula (I) or an active compound combination is alsoof particular importance. This takes the form of seed of plants which,as a rule, comprise at least one heterologous gene which governs theexpression of a polypeptide with in particular insecticidal and/ornematicidal properties. In this context, the heterologous genes intransgenic seed may be derived from microorganisms such as Bacillus,Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus orGliocladium. The present invention is particularly suitable for thetreatment of transgenic seed which comprises at least one heterologousgene originating from Bacillus sp. The gene involved is more preferablya heterologous gene which originates from Bacillus thuringiensis.

Within the context of the present invention, the active compound of theformula (I) is applied to the seed alone (or as an active compoundcombination) or in suitable formulation. Preferably, the seed is treatedin a state in which it is stable enough to avoid damage duringtreatment. In general, the seed may be treated at any point in timebetween harvest and sowing. The seed usually used has been separatedfrom the plant and freed from cobs, shells, stalks, coats, hairs or theflesh of the fruits. For example, it is possible to use seed which hasbeen harvested, cleaned and dried down to a moisture content of lessthan 15% by weight. Alternatively, it is also possible to use seedwhich, after drying, for example, has been treated with water and thendried again.

When treating the seed, care must generally be taken that the amount ofthe composition according to the invention applied to the seed and/orthe amount of further additives is chosen in such a way that thegermination of the seed is not adversely affected, or that the resultingplant is not damaged. This should be ensured particularly in the case ofactive compounds which can exhibit phytotoxic effects at particularapplication rates.

The inventive compositions can be applied directly, i.e. withoutcontaining any other components and without having been diluted. Ingeneral, it is preferable to apply the compositions to the seed in theform of a suitable formulation. Suitable formulations and methods forseed treatment are known to those skilled in the art and are described,for example, in the following documents: U.S. Pat. Nos. 4,272,417 A,4,245,432 A, 4,808,430 A, 5,876,739 A, US 2003/0176428 A1, WO2002/080675 A1, WO 2002/028186 A2.

The active compounds/active compound combinations which can be used inaccordance with the invention can be converted into the customaryseed-dressing formulations, such as solutions, emulsions, suspensions,powders, foams, slurries or other coating compositions for seed, andalso ULV formulations.

These formulations are prepared in a known manner, by mixing the activecompounds or active compound combinations with customary additives suchas, for example, customary extenders and also solvents or diluents,colorants, wetting agents, dispersants, emulsifiers, antifoams,preservatives, secondary thickeners, adhesives, gibberellins and alsowater.

Colorants which may be present in the seed-dressing formulations whichcan be used in accordance with the invention are all colorants which arecustomary for such purposes. It is possible to use either pigments,which are sparingly soluble in water, or dyes, which are soluble inwater. Examples include the dyes known by the names Rhodamine B, C.I.Pigment Red 112 and C.I. Solvent Red 1.

Suitable wetting agents which may be present in the seed-dressingformulations which can be used in accordance with the invention are allsubstances which promote wetting and which are conventionally used forthe formulation of agrochemically active compounds. Usable withpreference are alkylnaphthalenesulphonates, such as diisopropyl- ordiisobutylnaphthalenesulphonates.

Suitable dispersants and/or emulsifiers which may be present in theseed-dressing formulations which can be used in accordance with theinvention are all nonionic, anionic and cationic dispersantsconventionally used for the formulation of agrochemical activecompounds. Nonionic or anionic dispersants or mixtures of nonionic oranionic dispersants are usable with preference. Suitable nonionicdispersants include especially ethylene oxide/propylene oxide blockpolymers, alkylphenol polyglycol ethers and tristryrylphenol polyglycolethers, and the phosphated or sulphated derivatives thereof. Suitableanionic dispersants are especially lignosulphonates, polyacrylic acidsalts and arylsulphonate/formaldehyde condensates.

Antifoams which may be present in the seed dressing formulations usablein accordance with the invention are all foam-inhibiting substancesconventionally used for the formulation of active agrochemicalcompounds. Silicone antifoams and magnesium stearate can preferably beused.

Preservatives which may be present in the seed dressing formulationsusable in accordance with the invention are all substances usable forsuch purposes in agrochemical compositions. Examples includedichlorophene and benzyl alcohol hemiformal.

Secondary thickeners which may be present in the seed dressingformulations usable in accordance with the invention are all substancesusable for such purposes in agrochemical compositions. Cellulosederivatives, acrylic acid derivatives, xanthan, modified clays andfinely divided silica are preferred.

Adhesives which may be present in the seed dressing formulations usablein accordance with the invention are all customary binders usable inseed dressing products. Polyvinylpyrrolidone, polyvinyl acetate,polyvinyl alcohol and tylose may be mentioned as being preferred.

Gibberellins which can be present in the seed-dressing formulationswhich can be used in accordance with the invention are preferably thegibberellins A1, A3 (=gibberellic acid), A4 and A7; gibberellic acid isespecially preferably used. The gibberellins are known (cf. R. Wegler“Chemie der Pflanzenschutz- and Schädlingsbekámpfungsmittel”, vol. 2,Springer Verlag, 1970, pp. 401-412).

The seed dressing formulations usable in accordance with the inventioncan be used to treat a wide variety of different kinds of seed eitherdirectly or after prior dilution with water. For instance, theconcentrates or the preparations obtainable therefrom by dilution withwater can be used to dress the seed of cereals, such as wheat, barley,rye, oats, and triticale, and also the seed of maize, rice, oilseedrape, peas, beans, cotton, sunflowers, and beets, or else a wide varietyof different vegetable seed. The seed dressing formulations usable inaccordance with the invention, or the dilute preparations thereof, canalso be used to dress seed of transgenic plants. In this case,additional synergistic effects may also occur in interaction with thesubstances formed by expression.

For treatment of seed with the seed dressing formulations usable inaccordance with the invention, or the preparations prepared therefrom byadding water, all mixing units usable customarily for the seed dressingare useful. Specifically, the procedure in the seed dressing is to placethe seed into a mixer, to add the particular desired amount of seeddressing formulations, either as such or after prior dilution withwater, and to mix everything until the formulation is distributedhomogeneously on the seed. If appropriate, this is followed by a dryingprocess.

The application rate of the seed dressing formulations usable inaccordance with the invention can be varied within a relatively widerange. It is guided by the particular content of the active compound(s)in the formulations and by the seed. The application rates of activecompounds/active compound combinations are generally between 0.001 and50 g per kilogram of seed, preferably between 0.01 and 15 g per kilogramof seed.

The prior art does not disclose whether the active compounds of theformula (I) are effective against biotic stress factors and/or abioticstress of plants or with respect to plant growth.

It has now been found that the active compounds of the formula (I)according to the invention are suitable for enhancing the defences ofthe plant (pathogen control in plants).

It is known that plants react to natural stress conditions such as, forexample, cold temperatures, heat, drought, injury, attack by pathogens(viruses, bacteria, fungi), insects etc., but also to herbicides, withspecific or unspecific defence mechanisms (Pflanzenbiochemie [PlantBiochemistry], pp. 393-462, Spektrum Akademischer Verlag, Heidelberg,Berlin, Oxford, Hans W. Heldt, 1996; Biochemistry and Molecular Biologyof Plants, pp. 1102-1203, American Society of Plant Physiologists,Rockville, Md., eds. Buchanan, Gruissem, Jones, 2000). Here, forexample, cell wall components generated by injury or specificpathogen-derived signal substances serve as inductors of plant signaltransduction chains which finally lead to the formation of defensivemolecules directed against the stress factor. These can be, for example,(a) low-molecular-weight substances such as, for example, phytoalexins,(b) non-enzymatic proteins such as pathogenesis-related proteins (PRproteins), (c) enzymatic proteins such as chitinases, glucanases, or (d)specific inhibitors of essentiel proteins such as protease inhibitors,xylanase inhibitors, which attack the pathogen directly or interferewith its proliferation (Dangl and Jones, Nature 411, 826-833, 2001;Kessler and Baldwin, Annual Review of Plant Biology, 53, 299-328, 2003).

An additional defence mechanism it the so-called hypersensitivityreaction (HR) which is mediated via oxidative stress and causes death ofplant tissue in the region of the centre of an infection, thuspreventing the spread of plant pathogens which are dependent on livingcells (Pennazio, New Microbiol. 18, 229-240, 1995).

During the progression of an infection, messenger substances of theplant transmit signals to tissues not infected, triggering defencereactions in these tissues and preventing secondary infections (Systemicacquired resistance, SAR) (Ryals et al., The Plant Cell 8, 1809-1819,1996).

A number of signalling substances which are endogenous to plants and areinvolved in stress tolerance or pathogenic defence are already known.Examples here include salicylic acid, benzoic acid, jasmonic acid orethylene (Biochemistry and Molecular Biology of Plants, p. 850-929,American Society of Plant Physiologists, Rockville, Md., eds. Buchanan,Gruissem, Jones, 2000). Some of these substances or the stable syntheticderivatives and derived structures thereof are also effective onexternal application to plants or in seed dressing, and activate defencereactions which cause elevated stress tolerance or pathogen tolerance ofthe plant (Sembdner, Parthier, 1993, Ann. Rev. Plant Physiol. Plant Mol.Biol. 44, 569-589, 1993). The salicylate-mediated defence is directed inparticular against phytopathogenic fungi, bacteria and viruses (Ryals etal., The Plant Cell 8, 1809-1819, 1996).

A known synthetic product which has a function similar to that ofsalicylic acid and can mediate a protective effect againstphytopathogenic fungi, bacteria and viruses is benzothiadiazole (CGA245704; common name: acibenzolar-S-methyl; trade name: Bion®) (Achuo etal., Plant Pathology 53 (1), 65-72, 2004; Tamblyn et al., PesticideScience 55 (6), 676-677, 1999; EP-OS [European PublishedSpecification]0313512).

Other compounds which belong to the group of the oxylipins, for examplejasmonic acid, and the protective mechanisms they trigger areparticularly effective against harmful insects (Walling, J. Plant GrowthRegul. 19, 195-216, 2000).

Furthermore, it is known that treatment of plants with insecticides fromthe group of the neonicotinoids (chloronicotinyls) leads to increasedresistance of the plant to abiotic stress. This applies in particular toimidacloprid (Brown et al., Beltwide Cotton Conference Proceedings2231-2237, 2004). This protection is caused by modifying physiologicaland biochemical properties of the plant cells, for example by improvingmembrane stability, increasing carbohydrate concentration, increasingpolyol concentration and antioxidant activity (Gonias et al., BeltwideCotton Conference Proceedings 2225-2229, 2004).

Also known is the effect of chloronicotinyls on biotic stress factors(Crop Protection 19 (5), 349-354, 2000; Journal of Entomological Science37(1), 101-112, 2002; Annals of Biology (Hisar, India) 19 (2), 179-181,2003). Insecticides from the group of the neonicotinoids(chloronicotinyls), for example, lead to an increased expression ofgenes from the group of the pathogenesis-related proteins (PR proteins).PR proteins support plants primarily in the defence of biotic stressorssuch as, for example, phytopathogenic fungi, bacteria and viruses (DE 102005 045 174 A; DE 10 2005 022 994 A and WO 2006/122662 A; ThielertPflanzenschutz-Nachrichten Bayer, 59 (1), 73-86, 2006; Francis et al.,European Journal of Plant Pathology, publ. online 23.1.2009).

Furthermore, it is known that treatment of genetically modified plantswith insecticides from the group of the neonicotinoids(chloronicotinyls) results in an improved stress tolerance of the plant(EP 1 731 037 A), for example also with respect to the herbicideglyphosate (WO 2006/015697 A).

It is thus known that plants possess several endogenous reactionmechanisms which can cause effective defence against a wide variety ofharmful organisms (biotic stress) and/or abiotic stress.

The rearing of healthy young plants of uniform growth is an essentialprerequisite for the cultivation on large areas and economical cropmanagement of agricultural, horticultural and forestry crop plants.

Numerous methods for rearing young plants are established inagriculture, forestry and horticulture. Here, the rearing substratesused are, in addition to steamed soil, also special substrates based,inter alia, on peat mosses, coconut fibres, rock wool such as Grodan®,pumice, expanded clay such as Lecaton® or Lecadan®, clay granules suchas Seramis®, foams such as Baystrat®, vermiculite, perlite, syntheticsoil such as Hygromull®, or combinations of these substrates, into whichseed, either dressed with fungicides and/or insecticides, or undressedseed is sown.

In specific crops such as tobacco, young plants are increasingly rearedby the float method or floating method (Leal, R. S., The use of ConfidorS in the float, a new tobacco seedlings production system in the Southof Brazil. Pflanzenschutz-Nachrichten Bayer (German edition) (2001),54(3), pages 337 to 352; Rudolph, R. D.; Rogers, W. D.; The efficacy ofimidacloprid treatment for reduction in the severity of insect vectoredvirus diseases of tobacco. Pflanzenschutz-Nachrichten Bayer (Germanedition) (2001), 54(3), pages 311 to 336). In this method, the seed issown in special containers, for example Styropor tablets with holes, inspecial rearing soil based on peat culture substrate, and thencultivated in containers with a suitable nutrient solution until thedesired transplantation size is reached (FIG. 1). Here, the containersare allowed to float on the nutrient solution, hence the name of therearing method (Leal, 2001, vide supra). For a number of years, forcontrolling sucking pests, insecticides from the class of theneonicotinoids (chloronicotinyls) have been used in the floating method.Usually, in the float method the plants are sprayed with neonicotinoid(chloronicotinyls) insecticides shortly before transplantation, or theyare watered with neonicotinoid (chloronicotinyls) insecticidesimmediately before or during transplantation, a procedure referred to asdrenching (Leal, 2001, vide supra.; Rudolph and Rogers, 2001, videsupra). Both application methods are technically relatively complicated.

Here, to protect the emerging seed or planting stock against fungalpathogens and pests, fungicides and insecticides are used up totransplantation. Here, the choice of crop protection compositions, thelocation and the timing of the application and the application rate ofthe compositions depends especially on the type of fungal diseases andpests encountered, on the specific mode of action and duration of actionof the compositions and on their compatibility with plants, and they cantherefore be adapted directly to the specific requirements of differentcrops and regions.

Here, independently of any insect control, the active compounds of theformula (I) lead to good protection of the plants against damage byfungal, bacterial or viral pathogens.

Without wishing to be tied to a theory, it is currently assumed that thedefence of the pathogens is effected by induction of PR proteins as aresult of a treatment with at least one active compound of the formula(I).

The advantages described are evident, in particular, in the useaccording to the invention in the treatment of seed, in soil treatment,in specific rearing and cultivation methods (for example floating box,rockwool, hydroponic), but also in stem and foliar treatment.Combinations of an active compound of the formula (I) with, inter alia,insecticides, fungicides and bactericides show synergistic effects inthe controlling of plant diseases. In addition, the combined use of theactive compounds of the formula (I) with genetically modified cultivarswith a view to increased tolerance to abiotic stress leads to asynergistic improvement of growth.

Finally, in accordance with the invention, it has also been found thatthe active compounds of the formula (I) are suitable not only forincreasing pathogen defence in plants, but also for improving plantgrowth and/or for enhancing the resistance of plants to plant diseasescaused by fungi, bacteria, viruses, MLO (Mycoplasma-like organisms)and/or RLO (Rickettsia-like organisms), in particular to soil-bornefungal diseases, and/or for increasing the resistance of plants toabiotic stress factors.

Abiotic stress conditions may include, for example, drought, coldtemperature exposure, heat exposure, osmotic stress, waterlogging,increased soil salinity, increased exposure to minerals, exposure toozone, exposure to strong light, limited availability of nitrogennutrients, limited availability of phosphorus nutrients or shadeavoidance.

The present invention therefore provides, firstly, the use of at leastone active compound of the formula (I) for enhancing plants' intrinsicdefences and/or for improving plant growth and/or for enhancing theresistance of plants to plant diseases caused by fungi, bacteria,viruses, MLO (Mycoplasma-like organisms) and/or RLO (Rickettsia-likeorganisms), in particular to soil-borne fungal diseases, and/or forenhancing the resistance of plants to abiotic stress factors.

In the context of the present invention, the term plant growth is to beunderstood as meaning various advantages of plants not directlyassociated with the known pesticidal activity, preferably insecticidalactivity, of the active compounds of the formula (I). Such advantageousproperties are, for example, the improved plant characteristicsmentioned below: accelerated germination and emergence of seed andplanting stock, improved root growth with regard to surface area anddepth, increased stolon or tiller formation, stronger and moreproductive stolons and tillers, improvement in shoot growth, increasedlodging resistance, increased shoot base diameter, increased leaf area,greener leaf colour, higher yields of nutrients and constituents, forexample carbohydrates, fats, oils, proteins, vitamins, minerals,essential oils, dyes, fibres, better fibre quality, earlier flowering,increased number of flowers, reduced content of toxic products such asmycotoxins, reduced content of residues or disadvantageous constituentsof any kind, or better digestibility, improved storage stability of theharvested material, improved tolerance to disadvantageous temperatures,improved tolerance to drought and aridity, and also oxygen deficiency asa result of waterlogging, improved tolerance to elevated salt contentsin soils and water, enhanced tolerance to UV radiation, enhancedtolerance to ozone stress, improved compatibility with respect toherbicides and other plant treatment compositions, improved waterabsorption and photosynthesis performance, advantageous plantproperties, for example acceleration of ripening, more homogeneousripening, greater attractiveness to beneficial animals, improvedpollination, or other advantages well known to a person skilled in theart.

As is known, the various advantages for plants, which have beenmentioned further above, can be combined in part, and generallyapplicable terms can be used to describe them. Such terms are, forexample, the following names: phytotonic effect, resistance to stressfactors, less plant stress, plant health, healthy plants, plant fitness,plant wellness, plant concept, vigour effect, stress shield, protectiveshield, crop health, crop health properties, crop health products, crophealth management, crop health therapy, plant health, plant healthproperties, plant health products, plant health management, plant healththerapy, greening effect or regreening effect, freshness, or other termswith which a person skilled in the art is quite familiar.

It has furthermore been found that active compounds of the formula (I)lead to an increased expression of genes from the group of thepathogenesis-related proteins (PR proteins). PR proteins support theplants primarily in the defence of biotic stressors such asphytopathogenic fungi, bacteria and viruses. As a result, afterapplication of active compounds of the formula (I) the plants are betterprotected against infections by phytopathogenic fungi, bacteria andviruses. In the required application of insecticides, fungicides andbactericides in a mixture with active compounds of the formula (I), aswell as in sequential application, the action of the latter issupported.

In accordance with the invention, it has additionally been found thatthe application, to plants or in their environment, of the activecompounds of the formula (I) in combination with a fertilizer as definedbelow has a synergistic growth-enhancing effect.

Fertilizers which can be employed in accordance with the inventiontogether with the active compounds or compositions which have beenexplained in greater detail hereinabove are generally organic andinorganic nitrogen-containing compounds such as, for example, ureas,urea/formaldehyde condensates, amino acids, ammonium salts and ammoniumnitrates, potassium salts (preferably chlorides, sulphates, nitrates),salts of phosphoric acid and/or salts of phosphorous acid (preferablypotassium salts and ammonium salts). In this context, particular mentionshould be made of the NPK fertilizers, i.e. fertilizers which containnitrogen, phosphorus and potassium, calcium ammonium nitrate, i.e.fertilizers which additionally contain calcium, or ammonia nitratesulphate (general formula (NH₄)₂SO₄ NH₄NO₃), ammonium phosphate andammonium sulphate. These fertilizers are generally known to the personskilled in the art; see also, for example, Ullmann's Encyclopedia ofIndustrial Chemistry, 5th edition, Vol. A 10, pages 323 to 431,Verlagsgesellschaft, Weinheim, 1987.

The fertilizers may also contain salts of micronutrients (preferablycalcium, sulphur, boron, manganese, magnesium, iron, copper, zinc,molybdenum and cobalt) and phytohormones (for example vitamin B1 andindole-3-acetic acid (IAA)) or mixtures thereof. Fertilizers used inaccordance with the invention may also contain other salts such asmonoammonium phosphate (MAP), diammonium phosphate (DAP), potassiumsulphate, potassium chloride or magnesium sulphate. Suitable amounts forthe secondary nutrients, or trace elements, are amounts of 0.5 to 5% byweight, based on the overall fertilizer. Other possible ingredients arecrop protection agents, insecticides or fungicides, growth regulators ormixtures of these. This will be explained in more detail further below.

The fertilizers can be employed for example in the form of powders,granules, prills or compactates. However, the fertilizers can also beemployed in liquid form, dissolved in an aqueous medium. In this case,dilute aqueous ammonia may also be employed as nitrogen fertilizer.Further possible ingredients for fertilizers are described, for example,in Ullmann's Encyclopedia of Industrial Chemistry, 5th edition, 1987,volume A 10, pages 363 to 401, DE-A 41 28 828, DE-A 19 05 834 and DE-A196 31764.

The general composition of the fertilizers which, within the scope ofthe present invention, may take the form of straight and/or compoundfertilizers, for example composed of nitrogen, potassium or phosphorus,may vary within a wide range. In general, a content of 1 to 30% byweight of nitrogen (preferably 5 to 20% by weight), 1 to 20% by weightof potassium (preferably 3 to 15% by weight) and a content of 1 to 20%by weight of phosphorus (preferably 3 to 10% by weight) is advantageous.The microelement content is usually in the ppm range, preferably in therange from 1 to 1000 ppm.

In the context of the present invention, the fertilizer and the activecompound of the formula (I) may be administered simultaneously, i.e.synchronously. However, it is also possible first to apply thefertilizer and then the active compound of the formula (I), or first toapply the active compound of the formula (I) and then the fertilizer. Inthe case of nonsynchronous application of the active compound of theformula (I) and the fertilizer, the application within the scope of thepresent invention is, however, carried out in a functional context, inparticular within a period of from in general 24 hours, preferably 18hours, especially preferably 12 hours, specifically 6 hours, morespecifically 4 hours, even more specifically within 2 hours. In veryparticular embodiments of the present invention, the active compounds ofthe general formula (I) according to the invention and the fertilizerare applied within a time frame of less than 1 hour, preferably lessthan 30 minutes, more preferably less than 15 minutes.

In addition, it is possible to prepare dimensionally stable mixtures,for example in the form of rods, granules, tablets etc., starting withat least one active compound to be used in accordance with the inventionand at least one fertilizer. For preparing a corresponding dimensionallystable mixture, the appropriate components can be mixed with one anotherand optionally be extruded, or the at least one active compound of theformula (I) to be used in accordance with the invention can be appliedto the fertilizer. If appropriate, use may also be made of formulationauxiliaries in the dimensionally stable mixtures, for example ofextenders or adhesives, to achieve dimensional stability of theresulting mixture. By virtue of the corresponding dimensional stability,the corresponding mixtures are particularly suitable for use in the“Home & Garden” field, i.e. for a private user or hobby gardener, whocan use the dimensionally stable mixture or the components thereof in apredetermined, clearly defined amount and without particular aids.

Independently thereof, the mixtures comprising at least one of theactive compounds to be used in accordance with the invention and the atleast one fertilizer may also be present in liquid form such that—forexample in the case of a professional user in the field ofagriculture—the resulting mixture may be applied as a tank mix.

Through the use of at least one of the active compounds to be used inaccordance with the invention and at least one fertilizer, it ispossible to achieve increased root growth which, in turn, allows ahigher nutrient uptake and thus promotes plant growth.

The active compounds to be used in accordance with the invention, ifappropriate in combination with fertilizers, can preferably be employedin the following plants, the enumeration which follows not beinglimiting.

Preferred plants are those from the group of the useful plants,ornamentals, turfs, generally used trees which are employed asornamentals in the public and domestic sectors, and forestry trees.Forestry trees comprise trees for the production of timber, cellulose,paper and products made from parts of the trees.

The term useful plants as used in the present context refers to cropplants which are employed as plants for obtaining foodstuffs,feedstuffs, fuels or for industrial purposes.

The useful plants include, for example, the following types of plants:turf, vines, cereals, for example wheat, barley, rye, oats, triticale,rice, maize and millet/sorghum; beet, for example sugar beet and fodderbeet; fruits, for example pome fruit, stone fruit and soft fruit, forexample apples, pears, plums, peaches, almonds, cherries and berries,for example strawberries, raspberries, blackberries; legumes, forexample beans, lentils, peas and soya beans; oil crops, for exampleoilseed rape, mustard, poppies, olives, sunflowers, coconuts, castor oilplants, cacao beans and peanuts; cucurbits, for example pumpkin/squash,cucumbers and melons; fibre plants, for example cotton, flax, hemp andjute; citrus fruit, for example oranges, lemons, grapefruit andtangerines; vegetables, for example spinach, lettuce, asparagus, cabbagespecies, carrots, onions, tomatoes, potatoes and bell peppers;Lauraceae, for example avocado, Cinnamomum, camphor, or also plants suchas tobacco, nuts, coffee, aubergine, sugar cane, tea, pepper,grapevines, hops, bananas, latex plants and ornamentals, for exampleflowers, shrubs, deciduous trees and coniferous trees such as conifers.This enumeration does not constitute a limitation.

Particularly suitable target crops are the plants below: cotton,aubergine, turf, pome fruit, stone fruit, soft fruit, maize, wheat,barley, cucumber, tobacco, vines, rice, cereals, pear, beans, soyabeans, oilseed rape, tomato, bell pepper, melons, cabbage, potatoes andapples.

Examples of trees include: Abies sp., Eucalyptus sp., Picea sp., Pinussp., Aesculus sp., Platanus sp., Tilia sp., Acer sp., Tsuga sp.,Fraxinus sp., Sorbus sp., Betula sp., Crataegus sp., Ulmus sp., Quercussp., Fagus sp., Salix sp., Populus sp.

Preferred trees which may be mentioned are: from the tree speciesAesculus: A. hippocastanum, A. pariflora, A. carnea; from the treespecies Platanus: P. aceriflora, P. occidentalis, P. racemosa; from thetree species Picea: P. abies; from the tree species Pinus: P. radiate,P. ponderosa, P. contorta, P. sylvestre, P. elliottii, P. montecola, P.albicaulis, P. resinosa, P. palustris, P. taeda, P. flexilis, P.jeffregi, P. baksiana, P. strobes; from the tree species Eucalyptus: E.grandis, E. globulus, E. camadentis, E. nitens, E. obliqua, E. regnans,E. pilularus.

Particularly preferred trees which may be mentioned are: from the treespecies Pinus: P. radiate, P. ponderosa, P. contorta, P. sylvestre, P.strobes; from the tree species Eucalyptus: E. grandis, E. globulus, E.camadentis.

Very particularly preferred trees which may be mentioned are: horsechestnut, Platanaceae, linden tree, maple tree.

The present invention can also be applied to any turfgrasses, includingcool-season turfgrasses and warm-season turfgrasses. Examples ofcool-season turfgrasses are bluegrasses (Poa spp.), such as Kentuckybluegrass (Poa pratensis L.), rough bluegrass (Poa trivialis L.), Canadabluegrass (Poa compressa L.), annual bluegrass (Poa annua L.), uplandbluegrass (Poa glaucantha Gaudin), wood bluegrass (Poa nemoralis L.) andbulbous bluegrass (Poa bulbosa L.); bentgrasses (Agrostis spp.) such ascreeping bentgrass (Agrostis palustris Huds.), colonial bentgrass(Agrostis tenuis Sibth.), velvet bentgrass (Agrostis canina L.), SouthGerman Mixed Bentgrass (Agrostis spp. including Agrostis tenius Sibth.,Agrostis canina L., and Agrostis palustris Huds.), and redtop (Agrostisalba L.);

fescues (Festuca spp.), such as red fescue (Festuca rubra L. spp.rubra), creeping fescue (Festuca rubra L.), chewings fescue (Festucarubra commutata Gaud.), sheep fescue (Festuca ovina L.), hard fescue(Festuca longifolia Thuill.), hair fescue (Festucu capillata Lam.), tallfescue (Festuca arundinacea Schreb.) and meadow fescue (Festuca elanorL.);ryegrasses (Lolium spp.), such as annual ryegrass (Lolium multiflorumLam.), perennial ryegrass (Lolium perenne L.) and italian ryegrass(Lolium multiflorum Lam.);and wheatgrasses (Agropyron spp.), such as fairway wheatgrass (Agropyroncristatum (L.) Gaertn.), crested wheatgrass (Agropyron desertorum(Fisch.) Schult.) and western wheatgrass (Agropyron smithii Rydb.).

Examples of further cool-season turfgrasses are beachgrass (Ammophilabreviligulata Fern.), smooth bromegrass (Bromus inermis Leyss.),cattails such as Timothy (Phleum pratense L.), sand cattail (Phleumsubulatum L.), orchard grass (Dactylis glomerata L.), weepingalkaligrass (Puccinellia distans (L.) Parl.) and crested dog's-tail(Cynosurus cristatus L.).

Examples of warm-season turfgrasses are Bermuda grass (Cynodon spp. L.C. Rich), zoysia grass (Zoysia spp. Willd.), St. Augustine grass(Stenotaphrum secundatum Walt Kuntze), centipede grass (Eremochloaophiuroides Munro Hack.), carpet grass (Axonopus affinis Chase), Bahiagrass (Paspalum notatum Flugge), Kikuyu grass (Pennisetum clandestinumHochst. ex Chiov.), buffalo grass (Buchloe dactyloids (Nutt.) Engelm.),Blue gramma (Bouteloua gracilis (H.B.K.) Lag. ex Griffiths), seashorepaspalum (Paspalum vaginatum Swartz) and sideoats grama (Boutelouacurtipendula (Michx. Torr.). Cool-season turfgrasses are generallypreferred for the use in accordance with the invention. Particularpreference is given to bluegrass, bentgrass and redtop, fescues andryegrasses. Bentgrass is especially preferred.

The active compounds of the formula (I) and their compositions aresuitable for controlling animal pests in the hygiene sector. Inparticular, the invention can be applied in the domestic sector, in thehygiene sector and in the protection of stored products, especially forcontrolling insects, arachnids and mites encountered in enclosed spacessuch as dwellings, factory halls, offices, vehicle cabins. Forcontrolling animal pests, the active compounds or compositions are usedalone or in combination with other active compounds and/or auxiliaries.They are preferably used in domestic insecticide products. The activecompounds according to the invention are effective against sensitive andresistant species, and against all developmental stages.

These pests include, for example, pests from the class Arachnida, fromthe orders Scorpiones, Araneae and Opiliones, from the classes Chilopodaand Diplopoda, from the class Insecta the order Blattodea, from theorders Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera,Isoptera, Lepidoptera, Phthiraptera, Psocoptera, Saltatoria orOrthoptera, Siphonaptera and Zygentoma and from the class Malacostracathe order Isopoda.

They are used, for example, in aerosols, pressure-free spray products,for example pump and atomizer sprays, automatic fogging systems,foggers, foams, gels, evaporator products with evaporator tablets madeof cellulose or plastic, liquid evaporators, gel and membraneevaporators, propeller-driven evaporators, energy-free, or passive,evaporation systems, moth papers, moth bags and moth gels, as granulesor dusts, in baits for spreading or in bait stations.

In addition, the active compounds of the formula (I) can be used tocontrol a multitude of different pests, including, for example, harmfulsucking insects, biting insects and other pests which are plantparasites, stored material pests, pests which destroy industrialmaterial, and hygiene pests including parasites in the animal healthsector, and for the control thereof, for example the elimination anderadication thereof. The present invention thus also includes a methodfor controlling pests.

In the animal health field, i.e. in the field of veterinary medicine,the active compounds according to the present invention are activeagainst animal parasites, in particular ectoparasites or endoparasites.The term endoparasites includes in particular helminths and protozoans,such as coccidia. Ectoparasites are typically and preferably arthropods,in particular insects and acarids.

In the field of veterinary medicine the compounds according to theinvention are suitable, with favourable homeotheum toxicity, forcontrolling parasites which occur in animal breeding and animalhusbandry in livestock, breeding, zoo, laboratory, experimental anddomestic animals. They are active against all or specific stages ofdevelopment of the parasites.

Agricultural livestock include, for example, mammals, such as sheep,goats, horses, donkeys, camels, buffaloes, rabbits, reindeers, fallowdeers, and in particular cattle and pigs; or poultry such as turkeys,ducks, geese, and in particular chickens; or fish or crustaceans e.g. inaquaculture; or as the case may be insects such as bees.

Domestic animals include, for example, mammals, such as hamsters, guineapigs, rats, mice, chinchillas, ferrets or in particular dogs, cats; cagebirds; reptiles; amphibians or aquarium fish.

According to a preferred embodiment, the compounds according to theinvention are administered to mammals.

According to another preferred embodiment, the compounds according tothe invention are administered to birds, namely cage birds or inparticular poultry.

By using the active compounds according to the invention to controlanimal parasites, it is intended to reduce or prevent illness, cases ofdeaths and performance reductions (in the case of meat, milk, wool,hides, eggs, honey and the like), so that more economical and simpleranimal keeping is made possible and better animal well-being isachievable.

The term “control” or “controlling” as used herein with regard to theanimal health field, means that the active compounds are effective inreducing the incidence of the respective parasite in an animal infectedwith such parasites to innocuous levels. More specifically,“controlling”, as used herein, means that the active compound iseffective in killing the respective parasite, inhibiting its growth, orinhibiting its proliferation.

Exemplary arthropods include, without any limitation:

from the order of the Anoplurida, for example Haematopinus spp.,Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp.; fromthe order of the Mallophagida and the suborders Amblycerina andIschnocerina, for example Trimenopon spp., Menopon spp., Trinoton spp.,Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp.,Trichodectes spp., Felicola spp.; from the order of the Diptera and thesuborders Nematocerina and Brachycerina, for example Aedes spp.,Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomusspp., Lutzomyia spp., Culicoides spp., Chrysops spp., Odagmia spp.,Wilhelmia spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopotaspp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp.,Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glossinaspp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp.,Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp.,Hippobosca spp., Lipoptena spp., Melophagus spp., Rhinoestrus spp.,Tipula spp.; from the order of the Siphonapterida, for example Pulexspp., Ctenocephalides spp., Tunga spp., Xenopsylla spp., Ceratophyllusspp.; from the order of the Heteropterida, for example Cimex spp.,Triatoma spp., Rhodnius spp., Panstrongylus spp.; as well as nuisanceand hygiene pests from the order of the Blattarida.

Further, among the arthropods, the following acari may be mentioned byway of example, without any limitation:

from the subclass of the Acari (Acarina) and the order of theMetastigmata, for example from the family of argasidae like Argas spp.,Ornithodorus spp., Otobius spp., from the family of Ixodidae like Ixodesspp., Amblyomma spp., Rhipicephalus (Boophilus) spp Dermacentor spp.,Haemophysalis spp., Hyalomma spp., Rhipicephalus spp. (the originalgenus of multi-host ticks); from the order of mesostigmata likeDermanyssus spp., Ornithonyssus spp., Pneumonyssus spp., Raillietiaspp., Pneumonyssus spp., Sternostoma spp., Varroa spp., Acarapis spp.;from the order of the Actinedida (Prostigmata), for example Acarapisspp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergatesspp., Demodex spp., Trombicula spp., Neotrombiculla spp., Listrophorusspp.; and from the order of the Acaridida (Astigmata), for exampleAcarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp.,Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp.,Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp.,Laminosioptes spp.

Exemplary parasitic protozoa include, without any limitation:

Mastigophora (Flagellata), such as, for example, Trypanosomatidae, forexample, Trypanosoma b. brucei, T.b. gambiense, T.b. rhodesiense, T.congolense, T. cruzi, T. evansi, T. equinum, T. lewisi, T. percae, T.simiae, T. vivax, Leishmania brasiliensis, L. donovani, L. tropica, suchas, for example, Trichomonadidae, for example, Giardia lamblia, G.canis.

Sarcomastigophora (Rhizopoda), such as Entamoebidae, for example,Entamoeba histolytica, Hartmanellidae, for example, Acanthamoeba sp.,Harmanella sp.

Apicomplexa (Sporozoa), such as Eimeridae, for example, Eimeriaacervulina, E. adenoides, E. alabamensis, E. anatis, E. anserina, E.arloingi, E. ashata, E. auburnensis, E. bovis, E. brunetti, E. canis, E.chinchillae, E. clupearum, E. columbae, E. contorta, E. crandalis, E.debliecki, E. dispersa, E. ellipsoidales, E. falciformis, E. faurei, E.flavescens, E. gallopavonis, E. hagani, E. intestinalis, E. iroquoina,E. irresidua, E. labbeana, E. leucarti, E. magna, E. maxima, E. media,E. meleagridis, E. meleagrimitis, E. mitis, E. necatrix, E.ninakohlyakimovae, E. ovis, E. parva, E. pavonis, E. perforans, E.phasani, E. piriformis, E. praecox, E. residua, E. scabra, E. spec., E.stiedai, E. suis, E. tenella, E. truncata, E. truttae, E. zuernii,Globidium spec., Isospora belli, I. canis, I. felis, I. ohioensis, I.rivolta, I. spec., I. suis, Cystisospora spec., Cryptosporidium spec.,in particular C. parvum; such as Toxoplasmadidae, for example,Toxoplasma gondii, Hammondia heydornii, Neospora caninum, Besnoitiabesnoitii; such as Sarcocystidae, for example, Sarcocystis bovicanis, S.bovihominis, S. ovicanis, S. ovifelis, S. neurona, S. spec., S.suihominis, such as Leucozoidae, for example, Leucozytozoon simondi,such as Plasmodiidae, for example, Plasmodium berghei, P. falciparum, P.malariae, P. ovale, P. vivax, P. spec., such as Piroplasmea, forexample, Babesia argentina, B. bovis, B. canis, B. spec., Theileriaparva, Theileria spec., such as Adeleina, for example, Hepatozoon canis,H. spec.

Exemplary pathogenic endoparasites, which are helminths, includeplatyhelmintha (e.g. monogenea, cestodes and trematodes), nematodes,acanthocephala, and pentastoma. Additional exemplary helminths include,without any limitation:

Monogenea: e.g.: Gyrodactylus spp., Dactylogyrus spp., Polystoma spp.

Cestodes: From the order of the Pseudophyllidea for example:Diphyllobothrium spp., Spirometra spp., Schistocephalus spp., Ligulaspp., Bothridium spp., Diplogonoporus spp.

From the order of the Cyclophyllida for example: Mesocestoides spp.,Anoplocephala spp., Paranoplocephala spp., Moniezia spp., Thysanosomaspp., Thysaniezia spp., Avitellina spp., Stilesia spp., Cittotaeniaspp., Andyra spp., Bertiella spp., Taenia spp., Echinococcus spp.,Hydatigera spp., Davainea spp., Raillietina spp., Hymenolepis spp.,Echinolepis spp., Echinocotyle spp., Diorchis spp., Dipylidium spp.,Joyeuxiella spp., Diplopylidium spp.

Trematodes: from the class of the Digenea for example: Diplostomum spp.,Posthodiplostomum spp., Schistosoma spp., Trichobilharzia spp.,Ornithobilharzia spp., Austrobilharzia spp., Gigantobilharzia spp.,Leucochloridium spp., Brachylaima spp., Echinostoma spp.,Echinoparyphium spp., Echinochasmus spp., Hypoderaeum spp., Fasciolaspp., Fasciolides spp., Fasciolopsis spp., Cyclocoelum spp.,Typhlocoelum spp., Paramphistomum spp., Calicophoron spp., Cotylophoronspp., Gigantocotyle spp., Fischoederius spp., Gastrothylacus spp.,Notocotylus spp., Catatropis spp., Plagiorchis spp., Prosthogonimusspp., Dicrocoelium spp., Eurytrema spp., Troglotrema spp., Paragonimusspp., Collyriclum spp., Nanophyetus spp., Opisthorchis spp., Clonorchisspp. Metorchis spp., Heterophyes spp., Metagonimus spp.

Nematodes: Trichinellida for example: Trichuris spp., Capillaria spp.,Trichomosoides spp., Trichinella spp.

From the order of the Tylenchida for example: Micronema spp.,Strongyloides spp.

From the order of the Rhabditina for example: Strongylus spp.,Triodontophorus spp., Oesophagodontus spp., Trichonema spp.,Gyalocephalus spp., Cylindropharynx spp., Poteriostomum spp.,Cyclococercus spp., Cylicostephanus spp., Oesophagostomum spp.,Chabertia spp., Stephanurus spp., Ancylostoma spp., Uncinaria spp.,Bunostomum spp., Globocephalus spp., Syngamus spp., Cyathostoma spp.,Metastrongylus spp., Dictyocaulus spp., Muellerius spp., Protostrongylusspp., Neostrongylus spp., Cystocaulus spp., Pneumostrongylus spp.,Spicocaulus spp., Elaphostrongylus spp. Parelaphostrongylus spp.,Crenosoma spp., Paracrenosoma spp., Angiostrongylus spp.,Aelurostrongylus spp., Filaroides spp., Parafilaroides spp.,Trichostrongylus spp., Haemonchus spp., Ostertagia spp., Marshallagiaspp., Cooperia spp., Nematodirus spp., Hyostrongylus spp., Obeliscoidesspp., Amidostomum spp., Ollulanus spp.

From the order of the Spirurida, for example: Oxyuris spp., Enterobiusspp., Passalurus spp., Syphacia spp., Aspiculuris spp., Heterakis spp.;Ascaris spp., Toxascaris spp., Toxocara spp., Baylisascaris spp.,Parascaris spp., Anisakis spp., Ascaridia spp.; Gnathostoma spp.,Physaloptera spp., Thelazia spp., Gongylonema spp., Habronema spp.,Parabronema spp., Draschia spp., Dracunculus spp.; Stephanofilaria spp.,Parafilaria spp., Setaria spp., Loa spp., Dirofilaria spp., Litomosoidesspp., Brugia spp., Wuchereria spp., Onchocerca spp.

Acanthocephala: from the order of the Oligacanthorhynchida, for example:Macracanthorhynchus spp., Prosthenorchis spp.; from the order of thePolymorphida, for example: Filicollis spp.; from the order of theMoniliformida, for example: Moniliformis spp.

From the order of the Echinorhynchida, for example, Acanthocephalusspp., Echinorhynchus spp., Leptorhynchoides spp.

Pentastoma: from the order of the Porocephalida, for example, Linguatulaspp.

In the veterinary field and in animal keeping, the administration of theactive compounds according to the invention is carried out by methodsgenerally known in the art, such as enterally, parenterally, dermally ornasally in the form of suitable preparations. Administration can becarried out prophylactically or therapeutically.

Thus, one embodiment of the present invention refers to compoundsaccording to the invention for use as a medicament.

Another aspect refers to compounds according to the invention for use asan antiendoparasitical agent, in particular a helminthicidal agent orantiprotozoic agent. For example, compounds according to the inventionfor use as an antiendoparasitical agent, in particular a helminthicidalagent or antiprotozoic agent, e.g., in animal husbandry, in animalbreeding, in animal housing, in the hygiene sector.

Yet another aspect refers to compounds according to the invention foruse as an antiectoparasitical agent, in particular an arthropodicidalagent such as an insecticidal agent or acaricidal agent. For example,compounds according to the invention for use as an antiectoparasiticalagent, in particular an arthropodicidal agent such as an insecticidalagent or acaricidal agent, e.g., in animal husbandry, in animalbreeding, in animal housing, in the hygiene sector.

The active compounds of the formula (I) and compositions comprising themare suitable for protecting industrial materials against attack ordestruction by insects, for example from the orders Coleoptera,Hymenoptera, Isoptera, Lepidoptera, Psocoptera and Zygentoma.

Industrial materials in the present context are understood to meaninanimate materials, such as preferably plastics, adhesives, sizes,papers and cards, leather, wood, processed wood products and coatingcompositions. The use of the invention for protecting wood isparticularly preferred.

In one embodiment according to the invention, the compositions accordingto the invention comprise at least one further insecticide and/or atleast one fungicide.

In a further embodiment, this composition according to the invention isa ready-to-use composition, i.e. it can be applied to the material inquestion without further modifications. Suitable further insecticides orfungicides are those mentioned above.

Surprisingly, it has also been found that the active compounds andcompositions according to the invention can be employed for protectingobjects which come into contact with saltwater or brackish water, inparticular hulls, screens, nets, buildings, moorings and signallingsystems, against fouling. Likewise, the active compounds andcompositions according to the invention can be used alone or incombinations with other active compounds as antifouling compositions.

The Preparation and Use Examples which follow illustrate the inventionwithout limiting it.

PREPARATION EXAMPLES Synthesis Example 12-BromoN-[1-(2-methylphenyl)-1H-pyrazol-3-yl]benzamide (Compound I-1-1in Table 1)

1-(2-Methylphenyl)-1H-pyrazole-3-amine (255 mg) was initially charged inN,N-dimethylformamide (2 ml),2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate (482 mg) and diisopropylethylamine (0.59 ml) wereadded at room temperature and the mixture was stirred for 1 h. Asolution of 2-bromobenzoic acid (200 mg) in N,N-dimethylformamide (1 ml)was then added, and the mixture was stirred for a further 2 h. Ice-coldwater was then added, and the reaction mixture was extracted withdichloromethane. The combined organic phases were washed successivelywith sodium bicarbonate solution, water and saturated sodium chloridesolution, dried over sodium sulphate and concentrated to dryness underreduced pressure. The residue was purified by column chromatography onsilica gel using the mobile phase petroleum ether/ethyl acetate(isocratic with 12% ethyl acetate in petroleum ether). This gave 150 mgof the title compound. HPLC-MS: log P=2.79; mass (m/z): 356.0 (M+H)⁺;¹H-NMR (DMSO-D₆) 2.26 (s, 3H), 6.87 (d, 1H), 7.32-7.42 (m, 5H),7.44-7.48 (m, 1H), 7.52-7.54 (m, 1H), 7.68-7.70 (m, 1H), 7.98 (d, 1H),11.13 (br. s, 1H).

Synthesis Example 22-Chloro-N-[1-(2,6-dimethylphenyl)-1H-pyrazol-3-yl]benzamide (CompoundI-1-61 in Table 1) Step 1: 1-(2,6-Dimethylphenyl)-1H-pyrazole-3-amine(Via Route B-1)

2,6-Dimethylphenylhydrazine hydrochloride (3.50 g) was initially chargedin ethanol (30 ml), sodium methoxide solution (3.29 g in 20 ml ofethanol) and 3-ethoxyacrylonitrile (2.95 g) were added and the mixturewas heated under reflux for 9 h and then stirred at room temperatureovernight. The reaction mixture was then concentrated under reducedpressure, taken up in ethyl acetate, washed with water, dried oversodium sulphate and concentrated to dryness under reduced pressure. Theresidue was initially purified by column chromatography on silica gelusing the mobile phase cyclohexane/ethyl acetate (gradient=2 h from 100%cyclohexane to 100% ethyl acetate) and then chromatographed bypreparative HPLC using the mobile phase water/acetonitrile (gradient=40min from 10% acetonitrile in water to 100% acetonitrile). This gave 39mg of the title compound. HPLC-MS: log P=0.62; mass (m/z): 188.1 (M+H)⁺;¹H-NMR (CD₃CN) 2.00 (s, 6H), 4.03 (br. s, 2H), 5.57 (d, 1H), 7.21-7.23(m, 2H), 7.30-7.33 (m, 1H), 7.36 (d, 1H).

Step 2: 2-Chloro-N-[1-(2,6-dimethylphenyl)-1H-pyrazol-3-yl]benzamide

1-(2,6-Dimethylphenyl)-1H-pyrazole-3-amine (37 mg) was initially chargedin dichloromethane (2 ml), triethylamine (0.14 ml) and a solution of2-chlorobenzoyl chloride (35 mg) in dichloromethane (1 ml) were added at0° C. and the mixture was stirred at room temperature overnight. Thereaction mixture was then diluted with dichloromethane, washed withwater, dried over sodium sulphate and concentrated to dryness underreduced pressure. The residue was purified by column chromatography onsilica gel using the mobile phase cyclohexane/ethyl acetate (gradient=2h from 100% cyclohexane to 100% ethyl acetate). This gave 15 mg of thetitle compound. HPLC-MS: log P=2.63; mass (m/z): 324.1 (M+H)⁺; ¹H-NMR(CD₃CN) 1.96 (s, 6H), 6.71 (d, 1H), 7.18-7.20 (m, 2H), 7.29-7.44 (m,6H), 7.65-7.66 (d, 1H), 8.46 (br. s, 1H).

Synthesis Example 32-Bromo-N-[1-(2,3-difluorophenyl)-1H-pyrazol-3-yl]benzamide (CompoundI-1-63 in Table 1) Step 1: 1-(2,3-Difluorophenyl)-1H-pyrazole-3-amine(Via Route B-1)

2,3-Difluorophenylhydrazine hydrochloride (5.00 g) was initially chargedin ethanol (30 ml), sodium methoxide solution (4.49 g in 20 ml ofethanol) and 3-ethoxyacrylonitrile (4.03 g) were added and the mixturewas heated under reflux overnight. The reaction mixture was thenconcentrated under reduced pressure, taken up in ethyl acetate, washedwith water, dried over sodium sulphate and concentrated to dryness underreduced pressure. The residue was purified by column chromatography onsilica gel using the mobile phase cyclohexane/ethyl acetate (gradient=2h from 100% cyclohexane to 100% ethyl acetate). This gave 1.79 g of thetitle compound. HPLC-MS: log P=1.56; mass (m/z): 196.0 (M+H)⁺; ¹H-NMR(CD₃CN) 4.26 (br. s, 2H), 5.89 (d, 1H), 7.05-7.12 (m, 1H), 7.16-7.22 (m,1H), 7.54-7.59 (m, 1H), 7.82-7.84 (m, 1H). 193 mg of1-(2-ethoxy-3-fluorophenyl)-1H-pyrazole-3-amine were obtained as aby-product: HPLC-MS: log P=2.04; mass (m/z): 222.1 (M+H)⁺; ¹H-NMR(CD₃CN) 1.32 (t, 3H), 4.08 (q, 2H), 4.56 (br. s, 2H), 4.65 (d, 1H),7.00-7.11 (m, 3H), 7.46 (d, 1H).

Step 2: 2-Bromo-N-[1-(2,3-difluorophenyl)-1H-pyrazol-3-yl]benzamide

1-(2,3-Difluorophenyl)-1H-pyrazole-3-amine (100 mg) was initiallycharged in dichloromethane (2 ml), triethylamine (0.36 ml) and asolution of 2-bromobenzoyl chloride (113 mg) in dichloromethane (1 ml)were added at 0° C. and the mixture was stirred at room temperatureovernight. The reaction mixture was then diluted with dichloromethane,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was purified by columnchromatography on silica gel using the mobile phase cyclohexane/ethylacetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate). Thisgave 116 mg of the title compound. HPLC-MS: log P=2.97; mass (m/z):376.0 (M+H)⁺; ¹H-NMR (CD₃CN) 7.03-7.04 (m, 1H), 7.20-7.29 (m, 2H),7.36-7.47 (m, 2H), 7.53-7.58 (m, 2H), 7.66-7.68 (m, 1H), 8.03-8.04 (m,1H), 9.30 (br. s, 1H).

Synthesis Example 4N-[1-(2,5-Difluorophenyl)-1H-pyrazol-3-yl]-5-fluoro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide(Compound I-1-72 in Table 1) Step 1:1-(2,5-Difluorophenyl)-1H-pyrazole-3-amine (Via Route B-1)

2,5-Difluorophenylhydrazine (3.62 g) was initially charged in ethanol(10 ml), sodium methoxide solution (4.07 g in 10 ml of ethanol) and3-ethoxyacrylonitrile (3.66 g) were added and the mixture was heatedunder reflux overnight. The reaction mixture was then concentrated underreduced pressure, taken up in ethyl acetate, washed with water, driedover sodium sulphate and concentrated to dryness under reduced pressure.The residue was purified by column chromatography on silica gel usingthe mobile phase cyclohexane/ethyl acetate (gradient=2 h from 100%cyclohexane to 100% ethyl acetate). This gave 2.88 g of the titlecompound. HPLC-MS: log P=1.58; mass (m/z): 196.1 (M+H)⁺; ¹H-NMR (CD₃CN)4.26 (br. s, 2H), 5.87 (d, 1H), 6.87-6.93 (m, 1H), 7.21-7.28 (m, 1H),7.53-7.58 (m, 1H), 7.86-7.88 (m, 1H).

Step 2:N-[1-(2,5-Difluorophenyl)-H-pyrazol-3-yl]-5-fluoro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide

5-Fluoro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (130mg) was initially charged in dichloromethane (4 ml),1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (147 mg) and1-hydroxy-1-H-benzotriazole (104 mg) were added at 0° C. and the mixturewas stirred for 30 min. A solution of1-(2,5-difluorophenyl)-1H-pyrazole-3-amine (100 mg) in dichloromethane(1 ml) was then added, and the mixture was stirred at room temperatureovernight. The reaction mixture was then diluted with dichloromethane,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was initially purified bycolumn chromatography on silica gel using the mobile phasecyclohexane/ethyl acetate (gradient=2 h from 100% cyclohexane to 100%ethyl acetate) and then chromatographed by preparative HPLC using themobile phase water/acetonitrile (gradient=40 min from 10% acetonitrilein water to 100% acetonitrile). This gave 16 mg of the title compound.HPLC-MS: log P=2.93; mass (m/z): 390.1 (M+H)⁺; ¹H-NMR (CD₃CN) 3.85 (s,3H), 6.97 (d, 1H), 7.07-7.14 (m, 1H), 7.34-7.40 (m, 1H), 7.61-7.66 (m,1H), 8.09-8.10 (m, 1H), 9.08 (br. s, 1H).

Synthesis Example 52-Chloro-N-[1-(2-ethoxy-6-fluorophenyl)-1H-pyrazol-3-yl]benzamide(Compound I-1-117 in Table 1) Step 1:1-(2-Ethoxy-6-fluorophenyl)-1H-pyrazole-3-amine (Via Route B-1)

2,6-Difluorophenylhydrazine (5.00 g) was initially charged in ethanol(30 ml), sodium methoxide solution (4.49 g in 20 ml of ethanol) and3-ethoxyacrylonitrile (4.03 g) were added and the mixture was heatedunder reflux overnight. The reaction mixture was then concentrated underreduced pressure, taken up in ethyl acetate, washed with water, driedover sodium sulphate and concentrated to dryness under reduced pressure.The residue was then once more dissolved in ethanol (50 ml) and heatedunder reflux for a further night. The reaction mixture was then oncemore concentrated under reduced pressure, taken up in ethyl acetate,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was then purified by columnchromatography on silica gel using the mobile phase cyclohexane/ethylacetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate). Thisgave 152 mg of the title compound. HPLC-MS: log P=1.47; mass (m/z):222.1 (M+H)⁺; ¹H-NMR (CD₃CN) 1.27 (t, 3H), 3.80-4.20 (m, 4H), 5.75 (d,1H), 6.81-6.86 (m, 1H), 6.90-6.92 (m, 1H), 7.31-7.36 (m, 2H).

Step 2: 2-Chloro-N-[1-(2-ethoxy-6-fluorophenyl)-H-pyrazol-3-yl]benzamide

1-(2-Ethoxy-6-fluorophenyl)-1H-pyrazole-3-amine (71 mg) was initiallycharged in dichloromethane (2 ml), triethylamine (0.22 ml) and asolution of 2-chlorobenzoyl chloride (56 mg) in dichloromethane (1 ml)were added at 0° C. and the mixture was stirred at room temperatureovernight. The reaction mixture was then diluted with dichloromethane,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was purified by columnchromatography on silica gel using the mobile phase cyclohexane/ethylacetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate). Thisgave 60 mg of the title compound. HPLC-MS: log P=2.84; mass (m/z): 360.1(M+H)⁺; ¹H-NMR (CD₃CN) 1.30 (t, 3H), 4.12 (q, 2H), 6.89-7.00 (m, 3H),7.42-7.53 (m, 4H), 7.61-7.62 (m, 1H), 7.66-7.67 (m, 1H), 9.31 (br. s,1H).

Synthesis Example 62-Bromo-N-[1-(2,6-difluorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzamide(Compound I-4-2 in Table 2) Step 1:1-(2,6-Difluorophenyl)-4,5-dihydro-1H-pyrazole-3-amine (Via Route C-1)

2,6-Difluorophenylhydrazine hydrochloride (2.00 g) was initially chargedin ethanol (20 ml), sodium ethoxide (21% strength in ethanol, 3.02 g)was slowly added dropwise at room temperature, the mixture was stirredfor 10 min, acrylonitrile (0.80 ml) was added and the mixture was heatedunder reflux overnight. The reaction mixture was then concentrated underreduced pressure, taken up in dichloromethane, washed with water, driedover sodium sulphate and concentrated to dryness under reduced pressure.What remained were 1.40 g of the crude product which was used withoutfurther purification for the next step.

Step 2:2-Bromo-N-[1-(2,6-difluorophenyl)-4,5-dihydro-H-pyrazol-3-yl]benzamide

1-(2,6-Difluorophenyl)-4,5-dihydro-1H-pyrazole-3-amine (150 mg) wasinitially charged in dichloromethane (2 ml), triethylamine (0.32 ml) anda solution of 2-bromobenzoyl chloride (167 mg) in dichloromethane (1 ml)were added at 0° C. and the mixture was stirred at 0° C. for 6 h and atroom temperature overnight. The reaction mixture was then diluted withdichloromethane, washed with water, dried over sodium sulphate andconcentrated to dryness under reduced pressure. The residue was purifiedby column chromatography on silica gel using the mobile phasecyclohexane/ethyl acetate (gradient=2 h from 100% cyclohexane to 100%ethyl acetate). This gave 15 mg of the title compound. HPLC-MS: logP=2.80; mass (m/z): 380.0 (M+H)⁺; ¹H-NMR (CD₃CN) 3.45 (t, 2H), 3.79 (t,2H), 6.93-7.01 (m, 2H), 7.10-7.18 (m, 1H), 7.36-7.40 (m, 1H), 7.43-7.47(m, 1H), 7.50-7.53 (m, 1H), 7.66-7.68 (m, 1H), 9.04 (br. s, 1H).

Synthesis Example 7N-[1-(2,6-Difluorophenyl)-1H-pyrazol-3-yl]-3-(trifluoromethyl)pyridine-2-carboxamide(Compound I-1-91 in Table 1) Step 1:N-[1-(2,6-Difluorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]acetamide

With ice cooling, 1-(2,6-difluorophenyl)-4,5-dihydro-1H-pyrazole-3-amine(1.40 g as a crude mixture from Synthesis Example 6, Step 1) wasdissolved in acetic anhydride (6 ml) and stirred at room temperatureovernight. The mixture was then diluted with ethyl acetate, washed withwater, dried over sodium sulphate and concentrated to dryness underreduced pressure. The residue was purified by column chromatography onsilica gel using the mobile phase cyclohexane/ethyl acetate (gradient=2h from 100% cyclohexane to 100% ethyl acetate). This gave 537 mg of thetitle compound. HPLC-MS: log P=1.46; mass (m/z): 240.0 (M+H)⁺; ¹H-NMR(DMSO-D₆) 1.99 (s, 3H), 3.26 (t, 2H), 3.65 (t, 2H), 7.04-7.10 (m, 2H),7.11-7.18 (m, 1H), 10.59 (br. s, 1H).

Step 2: N-[1-(2,6-Difluorophenyl)-1H-pyrazol-3-yl]acetamide

N-[1-(2,6-Difluorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]acetamide (200 mg)was initially charged in 1,4-dioxane (1 ml),2,3-dichloro-5,6-dicyano-1,4-benzoquinone (209 mg) was added and themixture was stirred at room temperature for 30 min. The reaction mixturewas filtered and the filtrate was concentrated to dryness under reducedpressure. The residue was purified by column chromatography on silicagel using the mobile phase cyclohexane/ethyl acetate (gradient=2 h from100% cyclohexane to 100% ethyl acetate). This gave 140 mg of the titlecompound. HPLC-MS: log P=1.33; mass (m/z): 238.0 (M+H)⁺; ¹H-NMR (CD₃CN)2.07 (s, 3H), 6.84 (d, 1H), 7.14-7.20 (m, 2H), 7.47-7.53 (m, 1H),7.65-7.66 (m, 1H), 8.76 (br. s, 1H).

Step 3: 1-(2,6-Difluorophenyl)-1H-pyrazole-3-amine (Via Route D-1)

N-[1-(2,6-Difluorophenyl)-1H-pyrazol-3-yl]acetamide (50 mg) wasinitially charged in water (1 ml), concentrated hydrochloric acid (0.07ml) was added and the mixture was heated under reflux for 8 h. Thereaction mixture was then made alkaline with concentrated aqueous sodiumhydroxide solution and extracted with dichloromethane. The organic phasewas concentrated to dryness under reduced pressure. This gave 25 mg ofthe title compound. HPLC-MS: log P=1.13; mass (m/z): 196.1 (M+H)⁺;¹H-NMR (CD₃CN) 4.12 (br. s, 2H), 5.83 (d, 1H), 7.09-7.16 (m, 2H),7.37-7.44 (m, 1H), 7.46-7.47 (m, 1H).

Step 4:N-[1-(2,6-Difluorophenyl)-H-pyrazol-3-yl]-3-(trifluoromethyl)pyridine-2-carboxamide

3-(Trifluoromethyl)pyridine-2-carboxylic acid (76 mg) was initiallycharged in dichloromethane (2 ml),1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (95 mg) and1-hydroxy-1H-benzotriazole (67 mg) were added at 0° C. and the mixturewas stirred for 1 h. A solution of1-(2,6-difluorophenyl)-1H-pyrazole-3-amine (66 mg) in dichloromethane (1ml) was then added, and the mixture was stirred at room temperatureovernight. The reaction mixture was then diluted with dichloromethane,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was initially purified bycolumn chromatography on silica gel using the mobile phasecyclohexane/ethyl acetate (gradient=2 h from 100% cyclohexane to 100%ethyl acetate) and then chromatographed by preparative HPLC using themobile phase water/acetonitrile (gradient=40 min from 10% acetonitrilein water to 100% acetonitrile). This gave 55 mg of the title compound.HPLC-MS: log P=2.22; mass (m/z): 369.0 (M+H)⁺; ¹H-NMR (CD₃CN) 6.98-6.99(m, 1H), 7.17-7.21 (m, 2H), 7.48-7.55 (m, 1H), 7.66-7.73 (m, 1H),7.76-7.77 (m, 1H), 8.08-8.10 (m, 1H), 8.80-8.82 (m, 1H), 9.30 (br. s,1H).

Synthesis Example 8N-[1-(2,6-Dichlorophenyl)-1H-pyrazol-3-yl]-2-iodobenzamide (CompoundI-1-123 in Table 1) Step 1: 1-(2,6-Dichlorophenyl)-1H-pyrazole-3-amine(Via Route B-1)

2,6-Dichlorophenylhydrazine (10.0 g) was initially charged in ethanol(65 ml), sodium methoxide solution (3.04 g in 35 ml of ethanol) and3-ethoxyacrylonitrile (6.82 g) were added, and the mixture was stirredat 80° C. for 12 h and at room temperature for 2 d. The reaction mixturewas then concentrated under reduced pressure, taken up in ethyl acetate,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was purified by columnchromatography on silica gel using the mobile phase cyclohexane/ethylacetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate). Thisgave 832 mg of the title compound. HPLC-MS: log P=1.47; mass (m/z):228.1 (M+H)⁺; ¹H-NMR (CD₃CN) 4.09 (br. s, 2H), 5.81 (d, 1H), 7.35-7.43(m, 2H), 7.51-7.53 (m, 2H).

Step 2: N-[1-(2,6-Dichlorophenyl)-H-pyrazol-3-yl]-2-iodobenzamide

1-(2,6-Dichlorophenyl)-1H-pyrazole-3-amine (150 mg) was initiallycharged in dichloromethane (2 ml), triethylamine (0.28 ml) and asolution of 2-iodobenzoyl chloride (175 mg) in dichloromethane (1 ml)were added at 0° C. and the mixture was stirred at room temperatureovernight. The reaction mixture was then diluted with dichloromethane,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was purified by columnchromatography on silica gel using the mobile phase cyclohexane/ethylacetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate).

This gave 150 mg of the title compound. HPLC-MS: log P=3.04; mass (m/z):457.9 (M+H)⁺; ¹H-NMR (CD₃CN) 6.99-7.00 (m, 1H), 7.18-7.23 (m, 1H),7.46-7.52 (m, 3H), 7.56-7.58 (m, 2H), 7.66-7.67 (m, 1H), 7.94-7.96 (m,1H), 9.16 (br. s, 1H).

Synthesis Example 9N-[1-(3,5-Difluoropyridin-2-yl)-1H-pyrazol-3-yl]-2,6-difluorobenzamide(Compound I-1-146 in Table 1) Step 1:1-(3,5-Difluoropyridin-2-yl)-1H-pyrazole-3-amine (Via Route A-1)

1H-Pyrazole-3-amine (1.80 g) was initially charged in acetonitrile (50ml), 2,3,5-trifluoropyridine (2.88 g) and potassium carbonate (5.99 g)were added and the mixture was heated under reflux overnight. Thereaction mixture was then concentrated under reduced pressure, taken upin dichloromethane, washed with water, dried over sodium sulphate andconcentrated to dryness under reduced pressure. The residue was purifiedby column chromatography on silica gel using the mobile phasecyclohexane/ethyl acetate (gradient=2 h from 100% cyclohexane to 100%ethyl acetate). This gave 610 mg of the title compound. HPLC-MS: logP=0.81; mass (m/z): 197.1 (M+H)⁺; ¹H-NMR (CD₃CN) 4.27 (br. s, 2H), 5.88(d, 1H), 7.56-7.62 (m, 1H), 7.99-8.00 (m, 1H), 8.17-8.18 (m, 1H).

410 mg of the isomeric 1-(2,5-difluoropyridin-3-yl)-1H-pyrazole-3-aminewere isolated as a further product. HPLC-MS: log P=1.15; mass (m/z):197.0 (M+H)⁺; 1H-NMR (CD₃CN) 4.39 (br. s, 2H), 5.92 (d, 1H), 7.80-7.82(m, 1H), 7.94-7.95 (m, 1H), 8.02-8.07 (m, 1H).

Step 2:N-[1-(3,5-Difluoropyridin-2-yl)-H-pyrazol-3-yl]-2,6-difluorobenzamide

1-(3,5-Difluoropyridin-2-yl)-1H-pyrazole-3-amine (66 mg) was initiallycharged in dichloromethane (2 ml), triethylamine (0.14 ml) and asolution of 2,6-difluorobenzoyl chloride (59 mg) in dichloromethane (1ml) were added at 0° C. and the mixture was stirred at room temperatureovernight. The reaction mixture was then diluted with dichloromethane,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was purified by columnchromatography on silica gel using the mobile phase cyclohexane/ethylacetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate). Thisgave 107 mg of the title compound. HPLC-MS: log P=2.19; mass (m/z):337.1 (M+H)⁺; ¹H-NMR (CD₃CN) 7.02-7.03 (m, 1H), 7.06-7.12 (m, 2H),7.48-7.56 (m, 1H), 7.65-7.70 (m, 1H), 8.21-8.22 (m, 1H), 8.26-8.27 (m,1H), 9.51 (br. s, 1H).

Synthesis Example 102-Bromo-N-[1-(3,5,6-trifluoropyridin-2-yl)-1H-pyrazol-3-yl]benzamide(Compound I-1-164 in Table 1) Step 1:1-(3,5,6-Trifluoropyridin-2-yl)-1H-pyrazole-3-amine (Via Route A-1)

1H-Pyrazole-3-amine (2.00 g) was initially charged in acetonitrile (75ml), 2,3,5,6-tetrafluoropyridine (3.64 g) and potassium carbonate (6.65g) were added and the mixture was heated under reflux overnight.

The reaction mixture was subsequently triturated with tert-butyl methylether and filtered. The filtrate was concentrated to dryness underreduced pressure. What remained were 2.51 g of the title compound.HPLC-MS: log P=1.15; mass (m/z): 215.1 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.35(br. s, 2H), 5.86 (d, 1H), 8.00 (d, 1H), 8.40-8.45 (m, 1H).

Step 2:2-Bromo-N-[1-(3,5,6-trifluoropyridin-2-yl)-H-pyrazol-3-yl]benzamide

Analogously to Synthesis Example 9 Step 2,1-(3,5,6-trifluoropyridin-2-yl)-1H-pyrazole-3-amine (150 mg) was reactedwith 2-bromobenzoyl chloride (169 mg) and triethylamine (0.29 ml) indichloromethane. Purification by column chromatography gave 145 mg ofthe title compound. HPLC-MS: log P=2.68; mass (m/z): 396.9 (M+H)⁺;1H-NMR [DMSO-D₆] 7.02 (d, 1H), 7.38-7.43 (m, 1H), 7.45-7.49 (m, 1H),7.53-7.55 (m, 1H), 7.68-7.70 (m, 1H), 8.32 (d, 1H), 8.55-8.61 (m, 1H),11.41 (s, 1H).

Synthesis Example 11N-[1-(2-Chloropyridin-3-yl)-1H-pyrazol-3-yl]-2-iodobenzamide (CompoundI-1-139 in Table 1) Step 1: 1-(2-Chloropyridin-3-yl)-1H-pyrazole-3-amine(Via Route A-1)

1H-Pyrazole-3-amine (2.00 g) was initially charged in dimethylsulphoxide (25 ml), 2-chloro-3-fluoropyridine (3.17 g) and potassiumcarbonate (6.65 g) were added and the mixture was stirred at 120° C.overnight. The reaction mixture was then diluted with dichloromethane,washed with water, dried over sodium sulphate and concentrated todryness under reduced pressure. The residue was purified by columnchromatography on silica gel using the mobile phase cyclohexane/ethylacetate (gradient=2 h from 100% cyclohexane to 100% ethyl acetate). Thisgave 2.16 g of the title compound. HPLC-MS: log P=0.62; mass (m/z):179.1 (M+H)⁺; ¹H-NMR (CD₃CN) 4.23 (br. s, 2H), 5.87 (d, 1H), 7.41-7.44(m, 1H), 7.86 (d, 1H), 7.92-7.94 (m, 1H), 8.28-8.30 (m, 1H).

Step 2: N-[1-(2-Chloropyridin-3-yl)-1H-pyrazol-3-yl]-2-iodobenzamide

Analogously to Synthesis Example 9 Step 2,1-(2-chloropyridin-3-yl)-1H-pyrazole-3-amine (100 mg) was reacted with2-iodobenzoyl chloride (137 mg) and triethylamine (0.22 ml) indichloromethane. Purification by column chromatography gave 96 mg of thetitle compound. HPLC-MS: log P=2.27; mass (m/z): 424.9 (M+H)⁺; 1H-NMR[CD₃CN] 7.02 (d, 1H), 7.19-7.24 (m, 1H), 7.49-7.52 (m, 3H), 7.94-7.96(m, 2H), 8.00-8.01 (m, 1H), 8.42-8.44 (m, 1H), 9.21 (s, 1H).

Synthesis Example 12N-[1-(5,6-Difluoropyrimidin-4-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound I-1-169 in Table 1) Step 1:1-(5,6-Difluoropyrimidin-4-yl)-1H-pyrazole-3-amine (Via Route A-1)

1H-Pyrazole-3-amine (1.25 g) was initially charged in acetonitrile (75ml), 4,5,6-trifluoropyrimidine (2.02 g) and potassium carbonate (4.16 g)were added and the mixture was heated under reflux overnight. Thereaction mixture was then diluted with dichloromethane, washed withwater, dried over sodium sulphate and concentrated to dryness underreduced pressure. The residue was purified by column chromatography onsilica gel using the mobile phase cyclohexane/ethyl acetate (gradient=2h from 100% cyclohexane to 100% ethyl acetate). This gave 379 mg of thetitle compound. HPLC-MS: log P=0.86; mass (m/z): 198.1 (M+H)⁺; ¹H-NMR(DMSO-D₆) 5.73 (br. s, 2H), 6.01 (d, 1H), 8.34 (d, 1H), 8.46 (s, 1H).

Step 2:N-[1-(5,6-Difluoropyrimidin-4-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide

Analogously to Synthesis Example 9 Step 2,1-(5,6-difluoropyridin-3-yl)-1H-pyrazole-3-amine (62 mg) was reactedwith 2-(trifluoromethyl)benzoyl chloride (66 mg) and triethylamine (0.13ml) in dichloromethane. Purification by column chromatography gave 6 mgof the title compound. HPLC-MS: log P=2.62; mass (m/z): 370.1 (M+H)⁺;1H-NMR [DMSO-D₆] 7.12 (d, 1H), 7.69-7.84 (m, 4H), 8.66-8.67 (m, 2H),11.69 (s, 1H).

Synthesis Example 132-Chloro-N-[1-(3-fluoropyrazin-2-yl)-1H-pyrazol-3-yl]benzamide (CompoundI-1-174 in Table 1) Step 1: 1-(3-Fluoropyrazin-2-yl)-1H-pyrazole-3-amine(Via Route A-1)

1H-Pyrazole-3-amine (2.00 g) was initially charged in acetonitrile (75ml), 2,3-difluoropyrazine (2.79 g) and potassium carbonate (6.65 g) wereadded and the mixture was heated under reflux overnight. The reactionmixture was then diluted with dichloromethane, washed with water, driedover sodium sulphate and concentrated to dryness under reduced pressure.The residue was triturated with tert-butyl methyl ether and theprecipitated solid was separated off, washed and dried. This gave 2.24 gof the title compound. HPLC-MS: log P=0.49; mass (m/z): 180.0 (M+H)⁺;¹H-NMR [DMSO-D₆] 5.44 (br. s, 2H), 5.92 (d, 1H), 8.07-8.09 (m, 1H), 8.22(d, 1H), 8.52-8.54 (s, 1H).

Step 2: 2-Chloro-N-[1-(3-fluoropyrazin-2-yl)-H-pyrazol-3-yl]benzamide

Analogously to Synthesis Example 9 Step 2,1-(3-fluoropyrazin-2-yl)-1H-pyrazole-3-amine (150 mg) was reacted with2-chlorobenzoyl chloride (162 mg) and triethylamine (0.35 ml) indichloromethane. Purification by column chromatography gave 188 mg ofthe title compound. HPLC-MS: log P=2.03; mass (m/z): 318.1 (M+H)⁺;1H-NMR [DMSO-D₆] 7.08 (d, 1H), 7.41-7.59 (m, 4H), 8.30-8.31 (m, 1H),8.51 (d, 1H), 8.54-8.55 (m, 1H), 11.49 (s, 1H).

Synthesis Example 142-Chloro-N-[1-(2-chlorophenyl)-1H-pyrazol-3-yl]benzamide (CompoundI-1-20 in Table 1)

Analogously to Synthesis Example 9 Step 2,1-(2-chloropyridin-3-yl)-1H-pyrazole-3-amine (300 mg) was reacted with2-chlorobenzoyl chloride (271 mg) and triethylamine (1.08 ml) indichloromethane. Purification by column chromatography gave 386 mg ofthe title compound. HPLC-MS: log P=2.80; mass (m/z): 332.0 (M+H)⁺;¹H-NMR (CD₃CN) 6.97 (d, 1H), 7.34-7.55 (m, 6H), 7.58-7.61 (m, 2H), 7.88(d, 1H), 9.22 (br. s, 1H).

Synthesis Example 152-Chloro-N-[1-(2-chlorophenyl)-1H-pyrazol-3-yl]-N-methylbenzamide(Compound I-1-21 in Table 1)

2-Chloro-N-[1-(2-chlorophenyl)-1H-pyrazol-3-yl]benzamide (100 mg) wasinitially charged in tetrahydrofuran (2 ml), sodium hydride (13 mg) wasadded at 0° C. and the mixture was stirred with cooling for 30 min.Iodomethane (0.02 ml) was then added, and the mixture was stirred at 0°C. for a further 6 h and at room temperature overnight. The mixture wasthen diluted with ethyl acetate, washed with water, dried over sodiumsulphate and concentrated to dryness under reduced pressure. The residuewas purified by column chromatography on silica gel using the mobilephase cyclohexane/ethyl acetate (gradient=2 h from 100% cyclohexane to100% ethyl acetate). This gave 84 mg of the title compound. HPLC-MS: logP=3.14; mass (m/z): 346.0 (M+H)⁺; ¹H-NMR (CD₃CN) (2 rotamers about 2:1)3.28; 3.46 (2 s, 3H), 6.02; 7.94 (2 m, 1H), 7.14-7.63 (m, 9H).

Synthesis Example 162-Chloro-N-[1-(2-chlorophenyl)-4-fluoro-1H-pyrazol-3-yl]benzamide(Compound I-1-27 in Table 1)

Under argon, 2-chloro-N-[1-(2-chlorophenyl)-1H-pyrazol-3-yl]benzamide(151 mg) was initially charged in acetonitrile (2 ml), Selectfluor (646mg) was added and the mixture was stirred at room temperature for 2 d.The reaction mixture was then taken up in dichloromethane and filtered,and the filtrate was concentrated to dryness under reduced pressure. Theresidue was initially purified by column chromatography on silica gelusing the mobile phase cyclohexane/ethyl acetate (gradient=2 h from 100%cyclohexane to 100% ethyl acetate) and then chromatographed bypreparative HPLC using the mobile phase water/acetonitrile (gradient=40min from 10% acetonitrile in water to 100% acetonitrile). This gave 12mg of the title compound. HPLC-MS: log P=2.70; mass (m/z): 350.0 (M+H)⁺;¹H-NMR (DMSO-D₆) 7.44-7.62 (m, 7H), 7.68-7.71 (m, 1H), 8.39 (d, 1H),10.73 (s, 1H).

Synthesis Example 17N-[4-Chloro-1-(2-chlorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound I-1-15 in Table 1) Step 1:4-Chloro-1-(2-chlorophenyl)-1H-pyrazole-3-amine (Via Route F-1)

1-(2-Chlorophenyl)-1H-pyrazole-3-amine (266 mg) was initially charged intetrahydrofuran (9 ml), N-chlorosuccinimide (202 mg) was added and themixture was stirred at room temperature for 4 h. The reaction mixturewas then poured onto ice, stirred vigorously and extracted with ethylacetate. The organic phase was dried over sodium sulphate andconcentrated to dryness under reduced pressure. This gave 413 mg of thecrude title compound which were reacted further without furtherpurification. HPLC-MS: log P=2.14; mass (m/z): 228.1 (M+H)⁺; ¹H-NMR(CD₃CN) 7.34-7.43 (m, 2H), 7.50-7.56 (m, 2H), 7.83 (s, 1H).

Step 2:N-[4-Chloro-1-(2-chlorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide

4-Chloro-1-(2-chlorophenyl)-1H-pyrazole-3-amine (66 mg) was initiallycharged in toluene (2 ml), triethylamine (0.28 ml) and a solution of2-(trifluoromethyl)benzoyl chloride (140 mg) in toluene (1 ml) wereadded at 0° C. and the mixture was stirred at 80° C. overnight.Silver(I) cyanide (117 mg) was then added, and the mixture was stirredat room temperature for a further 2 days. The reaction mixture wassubsequently diluted with ethyl acetate, washed with water, dried oversodium sulphate and concentrated to dryness under reduced pressure. Theresidue was initially purified by column chromatography on silica gelusing the mobile phase cyclohexane/ethyl acetate (gradient=2 h from 100%cyclohexane to 100% ethyl acetate) and then chromatographed bypreparative HPLC using the mobile phase water/acetonitrile (gradient=40min from 10% acetonitrile in water to 100% acetonitrile). This gave 16mg of the title compound. HPLC-MS: log P=3.06; mass (m/z): 399.9 (M+H)⁺;¹H-NMR (CD₃CN) 7.48-7.89 (m, 8H), 8.05 (s, 1H), 8.68 (br. s, 1H).

Synthesis Example 18N-[4-Bromo-1-(2-chlorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound I-1-16 in Table 1) Step 1:4-Bromo-1-(2-chlorophenyl)-1H-pyrazole-3-amine (Via Route F-1)

1-(2-Chlorophenyl)-1H-pyrazole-3-amine (266 mg) was initially charged intetrahydrofuran (7 ml), N-bromosuccinimide (269 mg) was added and themixture was stirred at room temperature for 3 h. The reaction mixturewas then poured onto ice, stirred vigorously and extracted with ethylacetate. The organic phase was dried over sodium sulphate andconcentrated to dryness under reduced pressure. This gave 442 mg of thecrude title compound which were reacted further without furtherpurification. HPLC-MS: log P=2.23; mass (m/z): 272.0 (M+H)⁺; ¹H-NMR(CD₃CN) 4.27 (br. s, 2H), 7.35-7.43 (m, 2H), 7.50-7.56 (m, 2H), 7.83 (s,1H).

Step 2:N-[4-Bromo-1-(2-chlorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide

4-Bromo-1-(2-chlorophenyl)-1H-pyrazole-3-amine (165 mg) was initiallycharged in toluene (2 ml), triethylamine (0.25 ml) and a solution of2-(trifluoromethyl)benzoyl chloride (126 mg) in toluene (1 ml) wereadded at 0° C. and the mixture was stirred at 80° C. overnight.Silver(I) cyanide (97 mg) was then added, and the mixture was stirred atroom temperature for a further 2 days. The reaction mixture wassubsequently diluted with ethyl acetate, washed with water, dried oversodium sulphate and concentrated to dryness under reduced pressure. Theresidue was initially purified by column chromatography on silica gelusing the mobile phase cyclohexane/ethyl acetate (gradient=2 h from 100%cyclohexane to 100% ethyl acetate) and then chromatographed bypreparative HPLC using the mobile phase water/acetonitrile (gradient=40min from 10% acetonitrile in water to 100% acetonitrile). This gave 18mg of the title compound. HPLC-MS: log P=3.11; mass (m/z): 444.0 (M+H)⁺;¹H-NMR (CD₃CN) 7.48-7.49 (m, 2H), 7.57-7.58 (m, 1H), 7.62-7.63 (m, 1H),7.69-7.70 (m, 1H), 7.75-7.76 (m, 2H), 7.83-7.84 (m, 1H), 8.06 (s, 1H),8.59 (br. s, 1H).

Synthesis Example 19N-[4-Iodo-1-(2-chlorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound I-1-17 in Table 1) Step 1:4-Iodo-1-(2-chlorophenyl)-1H-pyrazole-3-amine (Via Route F-1)

1-(2-Chlorophenyl)-1H-pyrazole-3-amine (266 mg) was initially charged intetrahydrofuran (7 ml), N-iodosuccinimide (340 mg) was added and themixture was stirred at room temperature for 3 h. The reaction mixturewas then poured onto ice, stirred vigorously and extracted with ethylacetate. The organic phase was dried over sodium sulphate andconcentrated to dryness under reduced pressure. This gave 557 mg of thecrude title compound which were reacted further without furtherpurification. HPLC-MS: log P=2.36; mass (m/z): 320.0 (M+H)⁺; ¹H-NMR(CD₃CN) 7.35-7.42 (m, 2H), 7.49-7.56 (m, 2H), 7.81 (s, 1H).

Step 2:N-[4-Iodo-1-(2-chlorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide

4-Iodo-1-(2-chlorophenyl)-1H-pyrazole-3-amine (180 mg) was initiallycharged in toluene (3 ml), triethylamine (0.24 ml) and a solution of3-(trifluoromethyl)benzoyl chloride (117 mg) in toluene (2 ml) wereadded at 0° C. and the mixture was stirred at 80° C. overnight.Silver(I) cyanide (91 mg) was then added, and the mixture was stirred atroom temperature for a further 2 days. The reaction mixture wassubsequently diluted with ethyl acetate, washed with water, dried oversodium sulphate and concentrated to dryness under reduced pressure. Theresidue was initially purified by column chromatography on silica gelusing the mobile phase cyclohexane/ethyl acetate (gradient=2 h from 100%cyclohexane to 100% ethyl acetate) and then chromatographed bypreparative HPLC using the mobile phase water/acetonitrile (gradient=40min from 10% acetonitrile in water to 100% acetonitrile). This gave 11mg of the title compound. HPLC-MS: log P=3.16; mass (m/z): 491.9 (M+H)⁺;¹H-NMR (CD₃CN) 7.48-7.49 (m, 2H), 7.56-7.57 (m, 1H), 7.61-7.64 (m, 1H),7.68-7.71 (m, 1H), 7.75-7.78 (m, 2H), 7.83-7.85 (m, 1H), 8.05 (s, 1H),8.60 (br. s, 1H).

The novel 1H-pyrazole-3-amines of the formula (II-1) below were obtainedanalogously to the given Synthesis Examples:1-(2,3-Dichlorophenyl)-1H-pyrazole-3-amine: analogously to SynthesisExample 3, Step 1, starting with 2,3-dichlorophenylhydrazinehydrochloride: HPLC-MS: log P=1.97; mass (m/z): 228.0 (M+H)⁺; ¹H-NMR(CD₃CN) 4.16 (br. s, 2H), 5.84 (d, 1H), 7.39-7.41 (m, 1H), 7.50-7.52 (m,1H), 7.59-7.60 (m, 1H), 7.73 (d, 1H).

1-(3-Chloro-2-fluorophenyl)-1H-pyrazole-3-amine: analogously toSynthesis Example 3, Step 1, starting with3-chloro-2-fluorophenylhydrazine hydrochloride: HPLC-MS: log P=1.90;mass (m/z): 212.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.22 (br. s, 2H), 5.82 (d,1H), 7.25-7.30 (m, 1H), 7.36-7.40 (m, 1H), 7.67-7.71 (m, 1H), 7.90-7.10(m, 1H). 1-(3-Chloro-2-ethoxyphenyl)-1H-pyrazole-3-amine was obtained asa by-product: HPLC-MS: log P=2.13; mass (m/z): 238.0 (M+H)⁺; ¹H-NMR(DMSO-D₆) 1.24 (t, 3H), 3.78 (q, 2H), 5.08 (br. s, 2H), 5.78 (d, 1H),7.17-7.21 (m, 1H), 7.30-7.33 (m, 1H), 7.56-7.59 (m, 1H), 7.97 (d, 1H).

1-(2-Chloro-6-ethoxyphenyl)-1H-pyrazole-3-amine: analogously toSynthesis Example 5, Step 1, starting with2-chloro-6-fluorophenylhydrazine hydrochloride: HPLC-MS: log P=2.13;mass (m/z): 238.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 1.34 (t, 3H), 4.11 (q, 2H),4.99 (br. s, 2H), 7.09-7.12 (m, 2H), 7.24-7.33 (m, 3H).

1-(2-Chloro-4-methylphenyl)-1H-pyrazole-3-amine: analogously toSynthesis Example 3, Step 1, starting with2-chloro-4-methylphenylhydrazine hydrochloride: HPLC-MS: log P=1.85;mass (m/z): 208.1 (M+H)⁺; ¹H-NMR (CD₃CN) 2.35 (s, 3H), 4.08 (br. s, 2H),5.79 (d, 1H), 7.19-7.20 (m, 1H), 7.36-7.38 (m, 2H), 7.64 (d, 1H).

1-(3,5-Difluoro-6-methylpyridin-2-yl)-1H-pyrazole-3-amine: analogouslyto Synthesis Example 9, Step 1, starting with2,3,5-trifluoro-6-methylpyridine: HPLC-MS: log P=1.25; mass (m/z): 211.1(M+H)⁺; ¹H-NMR (DMSO-D₆) 2.40-2.41 (m, 3H), 5.18 (br. s, 2H), 5.80 (d,1H), 7.97-8.02 (m, 2H).1-(2,5-Difluoro-6-methylpyridin-3-yl)-1H-pyrazole-3-amine was obtainedas a by-product: HPLC-MS: log P=1.50; mass (m/z): 211.1 (M+H)⁺; ¹H-NMR(DMSO-D₆) 2.36-2.37 (m, 3H), 5.34 (br. s, 2H), 5.84 (d, 1H), 7.92-7.98(m, 2H).

1-(5-Chloropyrazin-2-yl)-1H-pyrazole-3-amine: analogously to SynthesisExample 13, Step 1, starting with 2,5-dichloropyrazine: HPLC-MS: (m/z):196.1 (M+H)⁺.

1-(6-Fluoropyrazin-2-yl)-1H-pyrazole-3-amine: analogously to SynthesisExample 13, Step 1, starting with 2,6-difluoropyrazine: HPLC-MS: logP=0.90; mass (m/z): 180.1 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.61 (br. s, 2H),5.94 (d, 1H), 8.18 (d, 1H), 8.36 (d, 1H), 8.78 (d, 1H).

1-(3-Methoxypyrazin-2-yl)-1H-pyrazole-3-amine: analogously to SynthesisExample 13, Step 1, starting with 2-chloro-3-methoxypyrazine.

4-(3-Amino-1H-pyrazol-1-yl)pyrimidine-5-carbonitrile: analogously toSynthesis Example 12, Step 1, starting with4-chloropyrimidine-5-carbonitrile: HPLC-MS: log P=0.59; mass (m/z):187.1.

1-(5-Chloro-3-fluoropyridin-2-yl)-1H-pyrazole-3-amine: analogously toSynthesis Example 9, Step 1, starting with5-chloro-2,3-difluoropyridine: HPLC-MS: log P=1.27; mass (m/z): 213.0(M+H)⁺; ¹H-NMR (DMSO-D₆) 5.30 (s, 2H), 5.86 (d, 1H), 8.12 (d, 1H),8.17-8.20 (m, 1H), 8.31 (d, 1H).

1-(3-Chloro-5-fluoropyridin-2-yl)-1H-pyrazole-3-amine: analogously toSynthesis Example 9, Step 1, starting with3-chloro-2,5-difluoropyridine: HPLC-MS: log P=0.98; mass (m/z): 213.0(M+H)⁺; ¹H-NMR (DMSO-D₆) 5.11 (s, 2H), 5.76-5.78 (m, 1H), 7.91-7.92 (m,1H), 8.23-8.26 (m, 1H), 8.47-8.48 (m, 1H).

Synthesis Example 20N-[2-(2-Chlorophenyl)-2H-1,2,3-triazol-4-yl]-2-(trifluoromethyl)benzamide(Compound I-2-1 in Table 3)

Analogously to Synthesis Example 9 Step 2,2-(2-chlorophenyl)-2H-1,2,3-triazole-4-amine (150 mg) was reacted with2-(trifluoromethyl)benzoyl chloride (160 mg) and triethylamine (0.32 ml)in dichloromethane. Purification by column chromatography andpreparative HPLC gave 171 mg of the title compound. HPLC-MS: log P=3.02;mass (m/z): 367.0 (M+H)⁺; ¹H-NMR (CD₃CN) 7.48-7.55 (m, 2H), 7.60-7.66(m, 2H), 7.68-7.77 (m, 3H), 7.83-7.85 (m, 1H), 8.36 (s, 1H), 9.54 (br.s, 1H).

Synthesis Example 21N-[2-(2,6-Difluorophenyl)-2H-1,2,3-triazol-4-yl]-2-(trifluoromethyl)benzamide(Compound I-2-35 in Table 5)

Synthesis Scheme for the Intermediate2-(2,6-difluorophenyl)-2H-1,2,3-triazole-4-amine (IX) (Via Route A-3)

Step 1 2-[2-(2,6-Difluorophenyl)hydrazinylidene]propanal oxime (Ex.21-II)

0.1 mol of 2,6-difluorophenylhydrazine (Ex. 21-I) and 0.12 mol ofisonitrosoacetone were heated under reflux in ethanol for 3 h. Aftercooling to room temperature, the precipitated solid was filtered off,washed with ethanol and dried. This gave 75% of theory of the hydrazoneoxime (Ex. 21-II).

Step 2: 2-(2,6-Difluorophenyl)-4-methyl-2H-1,2,3-triazole (Ex. 21-III)

A solution of 0.1 mol of the hydrazone oxime (Ex. 21-II) in aceticanhydride was heated slowly to 120° C. and stirred at this temperaturefor 2 h. Excess acetic anhydride was removed on a rotary evaporator. Themethyltriazole formed (Ex. 21-III) (65% of theory) was processed furtherwithout further work-up.

Step 3: 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-carboxylic acid (Ex.21-IV)

A little at a time, 0.2 mol of sodium dichromate was added to awell-stirred solution of 0.1 mol of methyltriazole (Ex. 21-III) in 66%strength sulphuric acid. Each individual portion of dichromate was addedonly after the yellow-orange colour of the Cr⁶⁺ in the flask haddisappeared. Moreover, the portions were added such that the temperaturein the flask remained at about 80-90° C. The mixture was then heated ona steam bath for 1 h. After cooling, the mixture was poured into aboutthe same amount of ice and allowed to stand overnight. The precipitatedacid (Ex. 21-IV) was filtered off, washed with water and dried. Thisgave 50% of theory of the acid (Ex. 21-IV).

Step 4: Methyl 2-(2,6-difluorophenyl)-2H-1,2,3-triazole-4-carboxylate(Ex. 21-V)

Hydrogen chloride was bubbled for 2 h through a boiling solution of theacid (Ex. 21-IV) in methanol. After cooling, white crystals of the ester(Ex. 21-V) were filtered off (85% of theory).

Step 5: 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-carbohydrazide (Ex.21-VI)

The ester (Ex. 21-V) was boiled with an excess of 1.5 eq. of hydrazinehydrate in ethanol for 4 h. After cooling, the crystals of the hydrazide(Ex. 21-VI) were boiled with water and dried. This gave 90% of theory.

Step 6: 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-carbonyl azide (Ex.21-VII)

An aqueous solution of sodium nitrite was added to a suspension of thehydrazide (Ex. 21-VI) in 20% strength aqueous hydrochloric acid. Afterfurther stirring at 10° C., the crystals of the acyl azide (Ex. 21-VII)were filtered off, washed with water and dried at room temperature underreduced pressure. This gave 75% of theory.

Step 7: 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-carbonyl isocyanate(Ex. 21-VIII)

The dried acyl azide (Ex. 21-VII) was boiled in toluene until theevolution of gas had ended (about 2 h). The toluene was then removed ona rotary evaporator and the viscous residue of the isocyanate (Ex.21-VIII) was directly reacted further without further purification. Thisgave about 90% of theory.

Step 8: 2-(2,6-Difluorophenyl)-2H-1,2,3-triazole-4-amine (Ex. 21-IX)

The isocyanate (Ex. 21-VIII) was hydrolysed by 30 min of boiling inhydrochloric acid. Residual volatile substances were removed on a rotaryevaporator, and the residue was treated with sodium carbonate solution.The precipitated crystals were filtered off, washed with water andrecrystallized from hexane. This gave 70% of theory of the amine (Ex.21-IX). HPLC-MS: log P=1.16; mass (m/z): 197.0 (M+H)⁺;

¹H-NMR (CD₃CN) 5.46 (b, 2H), 7.33-7.38 (m, 3H), 7.56-7.64 (m, 1H).

N-[2-(2,6-Difluorophenyl)-2H-1,2,3-triazol-4-yl]-2-(trifluoromethyl)benzamide(Compound I-2-35 in Table 5)

Analogously to Synthesis Example 9 Step 2,2-(2,6-difluorophenyl)-2H-1,2,3-triazole-4-amine (150 mg) was reactedwith 2-(trifluoromethyl)benzoyl chloride (160 mg) and triethylamine(0.21 ml) in 3.9 ml of dichloromethane. Purification by columnchromatography and preparative HPLC gave 143 mg of the title compound.HPLC-MS: log P=2.80; mass (m/z): 369.1 (M+H)⁺; ¹H-NMR (CD₃CN) 7.45-7.49(m, 2H), 7.70-7.77 (m, 4H), 7.78-7.88 (m, 1H), 8.45 (s, 1H), 11.83 (s,1H).

Synthesis Example 22N-[1-(3,5-Difluoropyridin-2-yl)-5-fluoro-1H-indazol-3-yl]-2-(trifluoromethyl)benzamide(Compound I-5-2 in Table 4) Step 1:1-(3,5-Difluoropyridin-2-yl)-5-fluoro-1H-indazole-3-amine (Via RouteA-2)

Under argon, 5-fluoro-1H-indazole-3-amine (100 mg) was initially chargedin N,N-dimethylformamide (1 ml), sodium hydride (16 mg) was added andthe mixture was stirred at room temperature for 30 min. A solution of2,3,5-trifluoropyridine (88 mg in 0.5 ml of N,N-dimethylformamide) wasadded dropwise, and the mixture was stirred at room temperature for 2days. The reaction mixture was then taken up in ethyl acetate, washedwith water, dried over sodium sulphate and concentrated to dryness underreduced pressure. This gave 121 mg of the crude title compound whichwere reacted further without further purification. HPLC-MS: log P=2.09;mass (m/z): 265.1 (M+H)⁺; ¹H-NMR (DMSO-D₆) 6.14 (br. s, 2H), 7.31-7.39(m, 1H), 7.41-7.47 (m, 1H), 7.63-7.71 (m, 1H), 8.07-8.16 (m, 1H),8.20-8.22 (m, 1H).

Step 2:N-[1-(3,5-Difluoropyridin-2-yl)-5-fluoro-H-indazol-3-yl]-2-(trifluoromethyl)benzamide

1-(3,5-Difluoropyridin-2-yl)-1H-pyrazole-3-amine (121 mg) was initiallycharged in acetonitrile (3 ml), potassium carbonate (284 mg) and2-(trifluoromethyl)benzoyl chloride (287 mg) were added at roomtemperature and the mixture was stirred overnight. The reaction mixturewas then diluted with ethyl acetate, washed with water, dried oversodium sulphate and concentrated to dryness under reduced pressure. Theresidue was chromatographed by preparative HPLC using the mobile phasewater/acetonitrile (gradient=40 min from 10% acetonitrile in water to100% acetonitrile). This gave 13 mg of the title compound. HPLC-MS: logP=3.37; mass (m/z): 437.1 (M+H)⁺; ¹H-NMR (DMSO-D₆) 7.47-7.52 (m, 1H),7.64-7.67 (m, 1H), 7.74-7.77 (m, 1H), 7.81-7.89 (m, 3H), 7.98-8.05 (m,1H), 8.32-8.45 (m, 1H), 8.57-8.58 (m, 1H), 11.47 (s, 1H).

Synthesis Example 23N-{1-[3-Fluoro-4-(4-fluorophenyl)pyridin-2-yl]-1H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide(Compound I-1-640 in Table 1) Step 1:1-(3-Fluoro-4-iodopyridin-2-yl)-1H-pyrazole-3-amine (Via A-1)

A mixture of 3-aminopyrazole (0.50 g), 2,3-difluoro-4-iodopyridine (1.45g), potassium carbonate (3.3 g) and 10 ml anhydrous dimethyl sulphoxidewas stirred at 85° C. for 48 hours. For work-up, 100 ml of water wereadded at room temperature and the mixture was extracted with ethylacetate. The organic phase was dried with magnesium sulphate and thenconcentrated completely and chromatographed on silica gel using an ethylacetate/methanol gradient. This gave 705 mg of the title compound.HPLC-MS: log P=1.38; mass (m/z): 304.9 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.91 (m,1H), 7.62 (m, 1H), 7.85 (m, 1H), 8.08 (m, 1H).

Step 2:N-[1-(3-Fluoro-4-iodopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound I-1-576 in Table 1)

With ice cooling, 2-(trifluoromethyl)benzoyl chloride (412 mg) was addedto a solution of 1-(3-fluoro-4-iodopyridin-2-yl)-1H-pyrazole-3-amine(600 mg) and triethylamine (0.83 ml) in dichloromethane (12 ml), and themixture was stirred at 0° C. for one hour and then warmed to roomtemperature overnight. The mixture was concentrated completely and theresulting residue was partitioned between ethyl acetate andsemisaturated sodium bicarbonate solution. The organic phase wasconcentrated and chromatographed on silica gel using a methylenechloride/methanol gradient. This gave 650 mg of the title compound.HPLC-MS: log P=2.96; mass (m/z): 476.9 (M+H)⁺; ¹H-NMR (CD₃CN) 7.05 (m,1H), 7.6 (br m, 3H), 7.76 (br m, 2H), 7.92 (m, 1H), 8.29 (m, 1H), 9.54(br s, 1H).

Step 3:N-{1-[3-Fluoro-4-(4-fluorophenyl)pyridin-2-yl]-H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide

A mixture ofN-[1-(3-fluoro-4-iodopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(200 mg), 4-fluoroboronic acid (117 mg), sodium carbonate (170 mg),1,1′-bis(diphenylphosphino)ferrocenepalladium(II) chloride (15 mg),1,2-dimethoxyethane (3 ml) and water (1 ml) was heated at 85° C. for 6hours. The reaction mixture was concentrated, the residue was trituratedwith ethyl acetate and filtered off and the filtrate was washed withwater, dried and concentrated again. The residue obtained in this mannerwas chromatographed on silica gel using a cyclohexane/ethyl acetategradient. This gave 81 mg of the title compound. HPLC-MS: log P=3.40;mass (m/z): 445.1 (M+H)⁺; ¹H-NMR (DMSO-D₆) 6.99 (m, 1H), 7.42 (m, 2H),7.61-7.85 (m, 7H), 8.42 (m, 2H), 11.46 (s, 1H).

Synthesis Example 242-{[1-(4-Amino-2,6-difluorophenyl)-1H-pyrazol-3-yl]carbamoyl}benzoicacid (Compound I-1-643 in Table 1)

Step 1:2-{[1-(2,6-Difluoro-4-nitrophenyl)-H-pyrazol-3-yl]carbamoyl}benzoic acid

Under argon and at −20° C., 60% sodium hydride (2.27 g) was added alittle at a time to a solution of2-(1H-pyrazol-3-yl)-1H-isoindole-1,3(2H)-dione (5.90 g) and3,4,5-trifluoronitrobenzene (5.05 g) in tetrahydrofuran (120 ml). Duringthe addition, the temperature did not exceed −5° C. After 6 hours, thereaction mixture was allowed to warm to room temperature, stirred into300 ml of water and extracted with ethyl acetate. After drying, thecombined organic phases were dried over magnesium sulphate and filtered,and the filtrate was concentrated completely. This gave 8.5 g of thetitle compound. HPLC-MS: log P=1.85, mass (m/z): 389.0 (M+H)⁺. Theresidue obtained in this manner was used for the next step withoutfurther purification.

Step 2:2-{[1-(4-Amino-2,6-difluorophenyl)-H-pyrazol-3-yl]carbamoyl}benzoic acid

In an autoclave, a mixture of the above2-{[1-(2,6-difluoro-4-nitrophenyl)-1H-pyrazol-3-yl]carbamoyl}benzoicacid (6.56 g), methanol (50 ml) and 250 mg Pd/C (10%) was hydrogenatedunder a hydrogen pressure of 4 bar at room temperature for 4 days.Removal of the catalyst by filtration and concentration of the organicphase by evaporation gave 6.2 g of the title compound having a contentof 70% of theory. HPLC-MS: log P=1.38, mass (m/z): 359.1 (M+H)⁺; ¹H-NMR(DMSO-D₆) 4.10 (m, 2H), 6.07 (s, 2H), 6.33 (m, 2H), 6.85 (m, 1H), 7.41(m, 2H), 7.67 (m, 1H), 7.74 (m, 1H), 7.77 (br s, 1H)

Synthesis Example 25N-[1-(3-Cyanopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-575) in Table 1)

Step 1: N-(1H-Pyrazol-3-yl)-2-(trifluoromethyl)benzamide

With exclusion of moisture, a solution of 3-aminopyrazole (43.9 g) andtriethylamine (52.4 g) in acetonitrile (400 ml) was stirred at 0° C. forone hour. A solution of 2-(trifluoromethyl)benzoyl chloride (109.1 g) inacetonitrile (50 ml) was then added dropwise such that the internaltemperature did not exceed 7° C. The reaction was allowed to warm toroom temperature overnight, diluted with 600 ml of water and extractedwith ethyl acetate. The combined organic phases were dried overmagnesium sulphate, filtered and concentrated. The residue obtained inthis manner was dissolved in isopropanol (500 ml) under reflux. Aftercooling to room temperature, the crystals that had separated out wereisolated (48.6 g). This was the title compound with one molar equivalentof isopropanol of crystallization. HPLC-MS: log P=1.33, mass (m/z):255.9 (M+H)⁺; ¹H-NMR (DMSO-D₆) 1.03 (m, 6H), 3.77 (m, 1H), 4.33 (m, 1H),6.60 (m, 1H), 7.60-7.81 (m, 5H), 10.97 (s, 1H), 12.41 (m, 1H),

Step 2:N-[1-(3-Canopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide

A solution ofN-(1H-pyrazol-3-yl)-2-(trifluoromethyl)benzamide×isopropanol (222 mg) in50 ml of dimethylformamide was concentrated to dryness under reducedpressure. The residue was taken up in anhydrous dimethylformamide (3ml), potassium carbonate was added and the resulting mixture was stirredvigorously for 5 minutes. 2-Chloronicotinonitrile (88 mg) was thenadded, the mixture was stirred for 6 hours at 50° C., water (50 ml) wasthen added at room temperature, the mixture was extracted with ethylacetate and the combined organic phases were dried over magnesiumsulphate and evaporated to dryness. Chromatography on silica gel using acyclohexane/ethyl acetate gradient gave the title compound (149 mg).HPLC-MS: log P=2.55, mass (m/z): 358.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 7.06 (m,1H), 7.53 (m, 1H), 7.69-7.84 (m, 4H), 8.46 (m, 1H), 7.60-7.81 (m, 4H),8.46 (m, 1H), 8.60 (m, 1H), 8.74 (m, 1H), 11.61 (s, 1H).

The novel 2-(trifluoromethyl)benzamides below were obtained analogouslyto the given Synthesis Examples:

Synthesis Example 26N-[1-(2,6-Difluoro-4-nitrophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-229) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with3,4,5-trifluoronitrobenzene: HPLC-MS: log P=2.86; mass (m/z): 413.0(M+H)⁺; 1H-NMR (CD₃CN) 7.02 (m, 1H), 7.60-7.95 (m, 4H), 8.13 (m, 1H),8.36 (m, 1H), 11.45 (s, 1H).

Synthesis Example 27N-{1-[2,6-Difluoro-4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide(Compound (T-1-230) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with1,2,3-trifluoro-5-(trifluoromethyl)benzene: HPLC-MS: log P=3.39; mass(m/z): 436.0 (M+H)⁺; 1H-NMR (DMSO-D₆) 6.98 (m, 1H), 7.68-7.14 (m, 2H),7.77 (m, 1H), 7.81 (m, 1H), 7.97 (m, 2H), 8.14 (m, 1H), 11.40 (s, 1H).

Synthesis Example 28N-[1-(4-Cyano-2,6-difluorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-228) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with3,4,5-trifluorobenzonitrile: HPLC-MS: log P=2.66; mass (m/z): 393.0(M+H)⁺; 1H-NMR (DMSO-D₆) 6.99 (m, 1H), 7.68-7.71 (m, 2H), 7.75 (m, 1H),7.82 (m, 1H), 8.09-8.14 (m, 3H), 11.41 (s, 1H).

Synthesis Example 29N-[1-(2-Cyano-4,6-difluorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (J-1-393) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2,3,5-trifluorobenzonitrile: HPLC-MS: log P=2.65; mass (m/z): 393.0(M+H)⁺; 1H-NMR (DMSO-D₆) 7.00 (m, 1H), 7.68-7.71 (m, 2H), 7.75 (m, 1H),7.83 (m, 1H), 8.04-8.11 (m, 2H), 8.17 (m, 1H), 11.44 (s, 1H).

Synthesis Example 30N-[1-(4-Acetyl-2,6-difluorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-584) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with3,4,5-trifluoroacetophenone: HPLC-MS: log P=2.70; mass (m/z): 410.0(M+H)⁺; 1H-NMR (DMSO-D₆) 2.65 (s, 3H), 6.99 (m, 1H), 7.68-7.71 (m, 2H),7.75 (m, 1H), 7.83 (m, 1H), 7.90-7.93 (m, 2H), 8.11 (m, 1H), 11.44 (s,1H).

Synthesis Example 31N-{1-[3-Cyano-6-(trifluoromethyl)pyridin-2-yl]-1H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide(Compound (I-1-569) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2-chloro-6-(trifluoromethyl)nicotinonitrile: HPLC-MS: log P=3.41; mass(m/z): 426.1 (M+H)⁺; 1H-NMR (DMSO-D₆) 7.11 (m, 1H), 7.67-7.73 (m, 2H),7.77 (m, 1H), 7.84 (m, 1H), 7.99 (m, 1H), 8.60 (m, 1H), 8.77 (m, 1H),11.71 (s, 1H).

Synthesis Example 32N-{1-[3-Cyano-4-(4-fluorophenyl)pyridin-2-yl]-1H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide(Compound (I-1-641) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2-chloro-4-(4-fluorophenyl)nicotinonitrile: HPLC-MS: log P=3.41; mass(m/z): 426.1 (M+H)⁺; 1H-NMR (DMSO-D₆) 7.11 (m, 1H), 7.67-7.73 (m, 2H),7.77 (m, 1H), 7.84 (m, 1H), 7.99 (m, 1H), 8.60 (m, 1H), 8.77 (m, 1H),11.71 (s, 1H).

Synthesis Example 33N-{1-[3-Cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]-1H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide(Compound (I-1-571) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2-chloro-6-methyl-4-(trifluoromethyl)nicotinonitrile: HPLC-MS: logP=3.49; mass (m/z): 440.0 (M+H)⁺; 1H-NMR (DMSO-D₆) 2.70 (s, 3H), 7.09(m, 1H), 7.69-7.73 (m, 2H), 7.76 (m, 1H), 7.83 (m, 1H), 7.89 (m, 1H),8.62 (m, 1H), 11.66 (s, 1H).

Synthesis Example 34N-[1-(6-Chloro-3-cyanopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (T-1-607) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2,6-dichloronicotinonitrile: HPLC-MS: log P=3.14; mass (m/z):392.0/394.1 (M+H)⁺; 1H-NMR (DMSO-D₆) 7.08 (m, 1H), 7.64 (m, 1H),7.69-7.72 (m, 2H), 7.76 (m, 1H), 7.82 (m, 1H), 8.48 (m, 1H), 8.55 (m,1H), 11.66 (s, 1H).

Synthesis Example 35N-[1-(6-Chloro-5-cyanopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-608) in Table 1)

Analogously to Synthesis Example 25, Step 2, likewise starting with2,6-dichloronicotinonitrile, as a mixture with Synthesis Example 34:HPLC-MS: log P=3.17; mass (m/z): 392.0/394.1 (M+H)⁺; 1H-NMR (DMSO-D₆)7.06 (m, 1H), 7.70-7.86 (m, 5H), 8.54 (m, 1H), 8.60 (m, 1H), 11.62 (s,1H).

Synthesis Example 36N-{1-[3-Cyano-6-(diethylamino)pyridin-2-yl]-1H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide(Compound (I-1-568) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2-chloro-6-(diethylamino)nicotinonitrile: HPLC-MS: log P=3.76; mass(m/z): 429.1 (M+H)⁺; 1H-NMR (DMSO-D₆) 1.17 (m, 6H), 3.60 (br, 4H), 6.66(m, 1H), 7.00 (m, 1H), 7.69 (m, 2H), 7.76 (m, 1H), 7.81 (m, 1H), 7.86(m, 1H), 8.48 (m, 1H), 11.52 (s, 1H).

Synthesis Example 37N-[1-(2-Chloro-3-cyanopyridin-4-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-585) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2,4-dichloronicotinonitrile: HPLC-MS: log P=2.67; mass (m/z):391.9/394.0 (M+H)⁺; 1H-NMR (DMSO-D₆) 7.15 (m, 1H), 7.71 (m, 2H), 7.79(m, 1H), 7.84 (m, 1H), 7.95 (m, 1H), 8.67-8.70 (m, 2H), 11.69 (s, 1H).

Synthesis Example 38N-[1-(4-Chloro-3-cyanopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-586) in Table 1)

Analogously to Synthesis Example 25, Step 2, likewise starting with2,4-dichloronicotinonitrile, formed as a mixture with Synthesis Example36 and isolated by chromatography on silica gel using acyclohexane/ethyl acetate gradient: HPLC-MS: log P=2.67; mass (m/z):391.9/394.0 (M+H)⁺; 1H-NMR (DMSO-D₆) 7.08 (m, 1H), 7.71 (m, 2H), 7.78(m, 1H), 7.85 (m, 1H), 8.58 (m, 1H), 8.68 (m, 2H), 11.66 (s, 1H).

Synthesis Example 39N-[1-(3-Cyano-6-propylpyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-573) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2-chloro-6-propylnicotinonitrile: HPLC-MS: log P=3.80; mass (m/z): 400.1(M+H)⁺; 1H-NMR (DMSO-D₆) 0.95 (m, 3H), 1.77 (m, 2H), 2.82 (m, 2H), 7.05(m, 1H), 7.40 (m, 1H), 7.70 (m, 2H), 7.76 (m, 1H), 7.83 (m, 1H), 7.95(m, 1H), 8.32 (m, 1H), 8.58 (m, 1H), 11.59 (s, 1H).

Synthesis Example 40N-{1-[3-Cyano-6-cyclopropyl-4-(trifluoromethyl)pyridin-2-yl]-1H-pyrazol-3-yl}-2-(trifluoromethyl)benzamide(Compound (I-1-570) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2-chloro-6-cyclopropyl-4-(trifluoromethyl)nicotinonitrile: HPLC-MS: logP=3.99; mass (m/z): 466.1 (M+H)⁺; 1H-NMR (DMSO-D₆) 1.24 (m, 4H), 2.47(m, 1H), 7.07 (m, 1H), 7.77 (m, 2H), 7.83 (m, 1H), 7.96 (s, 1H), 8.59(m, 1H), 8.58 (m, 1H), 11.64 (s, 1H).

Synthesis Example 41N-[1-(4-Amino-2,6-difluorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-227) in Table 1)

Analogously to Synthesis Example 24, Step 2, starting withN-[1-(2,6-difluoro-4-nitrophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Synthesis Example 26, 1.00 g), 830 mg of the title compound wereobtained: HPLC-MS: log P=2.32; mass (m/z): 383.1 (M+H)⁺; 1H-NMR(DMSO-D₆) 6.09 (m, 2H), 6.33 (m, 2H), 6.80 (m, 1H), 7.68 (m, 2H), 7.55(m, 1H), 7.81 (m, 2H), 11.18 (s, 1H).

Synthesis Example 42N-[1-(4-Acetamido-2,6-difluorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-583) in Table 1)

A mixture ofN-[1-(4-amino-2,6-difluorophenyl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(100 mg) and acetic anhydride (1 g) was stirred at room temperature forone hour and diluted with water (30 ml), and the title compound (98 mg)was isolated by filtration: HPLC-MS: log P=2.28; mass (m/z): 425.1(M+H)⁺; 1H-NMR (DMSO-D₆) 2.11 (s, 3H), 6.89 (m, 1H), 7.52 (m, 2H), 7.69(m, 2H), 7.76 (m, 1H), 7.82 (m, 1H), 7.99 (m, 1H), 10.51 (s, 1H), 11.96(s, 1H).

Synthesis Example 43N-[1-(3-Cyanopyrazin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-574) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with3-chloropyrazine-2-carbonitrile: HPLC-MS: log P=2.47; mass (m/z): 359.0(M+H)⁺; 1H-NMR (DMSO-D₆) 7.12 (m, 1H), 7.72 (m, 2H), 7.78 (m, 1H), 7.83(m, 1H), 8.63 (m, 1H), 8.75 (m, 1H), 8.85 (m, 1H), 11.71 (s, 1H).

Synthesis Example 44N-[1-(6-Chloro-5-cyano-3-fluoropyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-1-606) in Table 1)

Analogously to Synthesis Example 25, Step 2, starting with2,6-dichloro-5-fluoronicotinonitrile: HPLC-MS: log P=2.94; mass (m/z):410.0/411.9 (M+H)⁺; 1H-NMR (DMSO-D₆) 7.11 (m, 1H), 7.70 (m, 2H), 7.77(m, 1H), 7.83 (m, 1H), 8.52 (m, 1H), 8.80 (m, 1H), 8.85 (m, 1H), 11.89(s, 1H).

Synthesis Example 45N-[2-(3,5-Difluoropyridin-2-yl)-2H-1,2,3-triazol-4-yl]-2-(trifluoromethyl)benzamide(Compound (I-2-63) in Table 3) Synthesis Scheme for the Intermediate2-(3,5-difluoropyridin-2-yl)-2H-1,2,3-triazole-4-amine (Ex. 45-V) (ViaRoute A-3)

Step 1: 3,5-Difluoro-2-hydrazinopyridine (Ex. 45-I)

25 g of 2,3,5-trifluoropyridine together with excess hydrazine hydratewere heated under reflux for 1 h. The reaction mixture was thensubjected to steam distillation, and about 1 l of distillate werecollected. The distillate was extracted 5 times with in each case 250 mlof dichloromethane, the organic phases were dried over sodium sulphateand the solvent was then removed on a rotary evaporator. This gave crudehydrazino-3,5-difluoropyridine (48% of theory) which was reacted in thenext step without further work-up.

Step 2: 2-[2-(3,5-Difluoropyridin-2-yl)hydrazinylidene]propanal oxime(Ex. 45-II)

The hydrazino-3,5-difluoropyridine from the first step (Ex. 45-I) washeated under reflux with a 20% excess of isonitrosoacetone in ethanolfor 3 h. After cooling, a precipitate was obtained which was filteredoff and washed with ethanol. This gave crude propanal oxime (65% oftheory) which was reacted in the next step without further work-up.

Step 3: 3,5-Difluoro-2-(4-methyl-2H-1,2,3-triazol-2-yl) (Ex. 45-III)

A solution of 0.1 mol of the hydrazone oxime (Ex. 45-II) in aceticanhydride was slowly heated to 130° C. and stirred at this temperaturefor 2 h. Excess acetic anhydride was removed on a rotary evaporator, andthe methyltriazole formed (Ex. 45-III) (70% of theory) was processedfurther without further work-up.

Step 4: 2-(3,5-Difluoropyridin-2-yl)-2H-1,2,3-triazole-4-carboxylic acid(Ex. 45-IV)

Sodium dichromate (0.2 mol) was added in small portions to awell-stirred solution of methyltriazole (Ex. 45-III, 0.1 mol) in 66%strength sulphuric acid. Each individual portion of dichromate was addedonly after the yellow-orange colour of the Cr⁶⁺ in the flask haddisappeared. Moreover, the portions were added such that the temperaturein the flask remained at about 80-90° C. The mixture was then heated ona steam bath for 1 h. After cooling, the mixture was poured into aboutthe same amount of ice and allowed to stand overnight. The precipitatedacid was filtered off, washed with water and dried. This gave 50% oftheory of the acid (Ex. 45-IV).

Step 5: 2-(3,5-Difluoropyridin-2-yl)-2H-1,2,3-triazole-4-amine (Ex.45-V)

Sodium azide was added in small portions to a stirred mixture of theacid from precursor (Ex. 45-IV) in 50 ml of chloroform and 50 ml ofconc. sulphuric acid over a period of 2 h. The reaction was stirred at55° C. for a further 2 h. After cooling, the mixture was poured intoabout the same amount of ice and allowed to stand overnight, the solidswere then filtered off and the mother liquor was made alkaline usingammonia solution. The precipitated amide was filtered off, washed withwater and dried. This gave 70% of theory. HPLC-MS: log P=0.65; mass(m/z): 198.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.61 (s, 2H), 7.38 (s, 1H),8.21-8.25 (m, 1H), 8.45 (s, 1H).

N-[2-(3,5-Difluoropyridin-2-yl)-2H-1,2,3-triazol-4-yl]-2-(trifluoromethyl)benzamide(Compound (I-2-63) in Table 3)

Analogously to Synthesis Example 9 Step 2,2-(3,5-difluoropyridin-2-yl)-2H-1,2,3-triazole-4-amine (Ex. 45-V; 174mg) was reacted with 2-(trifluoromethyl)benzoyl chloride (150 mg) andtriethylamine (0.23 ml) in 4 ml of dichloromethane. Purification bycolumn chromatography and preparative HPLC gave 207 mg of the titlecompound. HPLC-MS: log P=2.38; mass (m/z): 370.0 (M+H)⁺; ¹H-NMR(DMSO-D₆) 7.72-7.83 (m, 3H), 8.35-8.40 (m, 1H), 8.45-8.47 (m, 1H),8.57-8-58 (s, 1H), 11.96-11-97 (d, 1H).

Analogously to Ex. 45-V, the novel intermediates below were obtained(via route A-3):

2-(3-Fluoropyridin-2-yl)-2H-1,2,3-triazole-4-amine

HPLC-MS: log P=0.40; mass (m/z): 180.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.61 (s,2H), 7.39 (s, 1H), 7.48-7.52 (m, 1H), 7.95-8.00 (m, 1H), 8.35-8.36 (m,1H).

2-[5-(Trifluoromethyl)pyridin-2-yl]-2H-1,2,3-triazole-4-amine

HPLC-MS: log P=1.53; mass (m/z): 230.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.86 (s,2H), 7.48 (s, 1H), 7.91-7.94 (m, 1H), 8.29-8.31 (m, 1H), 8.8 (s, 1H).

2-(3,5-Dichloropyridin-2-yl)-2H-1,2,3-triazole-4-amine

HPLC-MS: log P=1.38; mass (m/z): 229.9 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.60 (s,2H), 7.38 (s, 1H), 8.48-8.49 (d, 1H), 8.58-8.59 (d, 1H).

2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]-2H-1,2,3-triazole-4-amine

HPLC-MS: log P=1.74; mass (m/z): 263.9 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.76 (s,2H), 7.48 (s, 1H), 8.68-8.69 (d, 1H), 8.89-8.90 (d, 1H).

Synthesis Example 46N-[1-(2,6-Difluorophenyl)-1H-pyrrol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-3-1) in Table 5) Synthesis Scheme for the Intermediate:1-(2,6-Difluorophenyl)-1H-pyrrole-3-amine (Ex. 46-III) (Via Route A-4)

Step 1: 1-(2,6-Difluorophenyl)-1H-pyrrole (Ex. 46-1)

With stirring, 0.39 mol of 2,5-dimethoxytetrahydrofuran was slowly addeddropwise to 0.39 mol of 2,6-difluoroaniline in 100 ml of glacial aceticacid, and the mixture was stirred at 100° C. for another 1 h. Aftercooling to room temperature, the glacial acetic acid was removed on arotary evaporator and the residue was concentrated repeatedly withtoluene. Purification of the residue by column chromatography usingcyclohexane/ethyl acetate (10:1 to 1:1) gave 5.6 g, 78% of theory, ofthe desired pyrrole having a purity of 96% (LCMS). HPLC-MS: log P=2.98;¹H-NMR (CD₃CN) 6.28-6.29 (m, 2H), 6.95-7.00 (m, 2H), 7.30-7.35 (m, 2H),7.45-7.52 (m, 1H).

Step 2: 1-(2,6-Difluorophenyl)-3-nitro-1H-pyrrole (Ex. 46-II)

At −10° C., 162 ml of acetic anhydride were carefully added dropwise to2 ml of conc. nitric acid. At −40° C., this mixture was then addeddropwise to a solution of 5.4 g (0.31 mol) of1-(2,6-difluorophenyl)-1H-pyrrole in 80 ml of acetic anhydride Themixture was then stirred at this temperature for a further 2 h. Thereaction mixture was poured onto ice and extracted three times withchloroform. After drying of the organic phase over sodium sulphate, thesolvent was removed on a rotary evaporator. Purification of the residueby column chromatography using cyclohexane/ethyl acetate (10:1 to 1:1)gave, in addition to the 2-nitro isomer, 3.2 g (48% of theory) of thedesired 3-nitropyrrole having a purity of 99% (LCMS). HPLC-MS: logP=2.58; mass (m/z): 225.1 (M+H)⁺; ¹H-NMR (CD₃CN) 6.60-6.62 (m, 1H),7.37-7.42 (m, 2H), 7.55-7.58 (m, 2H), 7.62-7.70 (m, 1H).

Step 3: 1-(2,6-Difluorophenyl)-1H-pyrrole-3-amine (Ex. 46-III)

At 80° C., 575 mg (2.57 mmol) of the 3-nitropyrrole and 2.43 g (12.8mmol) of tin chloride in 17 ml of ethyl acetate were stirred overnight.After cooling. the mixture was filtered off and the solvent was removedon a rotary evaporator. The residue obtained in this manner was useddirectly and without further work-up for the next reaction.

N-[1-(2,6-Difluorophenyl)-1H-pyrrol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-3-1) in Table 5)

Analogously to Synthesis Example 9 Step 2, the crude1-(2,6-difluorophenyl)-H-pyrrole-3-amine (85 mg) was reacted with2-(trifluoromethyl)benzoyl chloride (92 mg) and triethylamine (0.12 ml)in 1.3 ml of dichloromethane. Purification by column chromatography andpreparative HPLC gave 26 mg of the title compound. HPLC-MS: log P=2.96;mass (m/z): 367.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 6.31-6.32 (m, 1H), 6.92-6.94(m, 1H), 7.31-7.39 (m, 3H), 7.48-7.52 (m, 1H), 7.66-7.84 (m, 4H).

Synthesis Example 47N-[1-(2-Chlorophenyl)-1H-indazol-3-yl]-2-(trifluoromethyl)benzamide(Compound (I-5-8) in Table 4) Step 1:1-(2-Chlorophenyl)-1H-indazole-3-amine (Via Route B-2)

Under argon, 2-iodobenzonitrile (500 mg),N′-(2-chlorophenyl)benzohydrazide (646 mg), potassium carbonate (1207mg), copper(I) bromide (31 mg) and trans-4-hydroxy-L-proline (57 mg)were stirred in dimethyl sulphoxide (7.5 ml) at 90° C. for 48 h. Aftercooling, the reaction mixture was taken up in ethyl acetate, washed withsaturated ammonium chloride solution and saturated sodium chloridesolution, adsorbed on silica gel and purified by column chromatographyon silica gel using the mobile phase cyclohexane/ethyl acetate. 226 mgof the title compound were obtained. HPLC-MS: log P=2.32; mass (m/z):244.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 5.83 (br. s, 2H), 7.01-7.09 (m, 2H),7.31-7.35 (m, 1H), 7.42-7.49 (m, 3H), 7.67-7.69 (m, 1H), 7.82-7.84 (m,1H).

Step 2:N-[1-(2-Chlorophenyl)-1H-indazol-3-yl]-2-(trifluoromethyl)benzamide(Compound 1-5-8 in Table 4)

Analogously to Synthesis Example 9 Step 2,1-(2-chlorophenyl)-1H-indazole-3-amine (174 mg) was reacted with2-(trifluoromethyl)benzoyl chloride (47 mg) and triethylamine (0.6 ml)in 4 ml of dichloromethane. Purification by column chromatography andpreparative HPLC gave 20 mg of the title compound. HPLC-MS: log P=3.54;mass (m/z): 416.0 (M+H)⁺; ¹H-NMR (DMSO-D₆) 7.19-7.28 (m, 2H), 7.45-7.49(m, 1H), 7.57-7.63 (m, 3H), 7.65-7.95 (m, 6H), 11.31 (s, 1H).

Analogously to Ex. 47 Step 1,4-(3-amino-4-fluoro-1H-indazol-1-yl)-2,5-difluorobenzonitrile can beobtained from 2-fluoro-6-iodobenzonitrile andN′-(4-cyano-2,5-difluorophenyl)benzohydrazide.

Synthesis Example 48N-[1-(3,5-Difluoro-1-oxidopyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(Compound I-1-438 in Table 1)

N-[1-(3,5-Difluoropyridin-2-yl)-1H-pyrazol-3-yl]-2-(trifluoromethyl)benzamide(I-1-75 in Table 1; 150 mg) was stirred with hydrogen peroxide-urea (153mg) in 3 ml of dichloromethane for 30 min. On an ice bath at 0-5° C.,trifluoroacetic anhydride (342 mg) was then added dropwise, and themixture was stirred overnight. Sodium sulphite solution was then added,and the mixture was washed with water, dried over sodium sulphate andthen concentrated on a rotary evaporator. Purification by columnchromatography and preparative HPLC gave 35 mg of the title compound.HPLC-MS: log P=1.69; mass (m/z): 385.1 (M+H)⁺; ¹H-NMR (DMSO-D₆)6.95-6.96 (d, 1H), 7.68-7.78 (m, 4H), 7.82-7.96 (m, 1H), 8.05-8.06 (m,1H), 8.83-8.85 (m, 1H), 11.33 (s, 1H).

The compounds for the formulae (I-1), (I-4), (I-2), (I-5) and (I-3)described in Tables 1 to 5 are likewise preferred compounds which wereobtained according to or analogously to the Synthesis Examples describedabove.

TABLE 1 (I-1)

Compound No. A B R3 R4 R5 Z I-1-1 2-methylphenyl 2-bromophenyl H H H OSynthesis Example 1 I-1-2 2-methoxyphenyl 2-bromophenyl H H H O I-1-32-methoxyphenyl 2,5-dimethyl-3-furanyl H H H O I-1-4 2- 2-chlorophenyl HH H O (trifluoromethyl) phenyl I-1-5 2- 2-iodophenyl H H H O(trifluoromethyl) phenyl I-1-6 2- 2-(trifluoromethyl)phenyl H H H O(trifluoromethyl) phenyl I-1-7 2- 1-(difluoromethyl)-1H- H H H O(trifluoromethyl) pyrazol-5-yl phenyl I-1-8 2-cyanophenyl 2-chlorophenylH H H O I-1-9 2-cyanophenyl 2-(trifluoromethyl)phenyl H H H O I-1-102-fluorophenyl 2-bromophenyl H H H O I-1-11 2-chlorophenyl2-methylphenyl H H H O I-1-12 2-chlorophenyl 2-ethylphenyl H H H OI-1-13 2-chlorophenyl 2-difluoromethylphenyl H H H O I-1-142-chlorophenyl 2-(trifluoromethyl)phenyl H H H O I-1-15 2-chlorophenyl2-(trifluoromethyl)phenyl Cl H H O Synthesis Example 17 I-1-162-chlorophenyl 2-(trifluoromethyl)phenyl Br H H O Synthesis Example 18I-1-17 2-chlorophenyl 2-(trifluoromethyl)phenyl I H H O SynthesisExample 19 I-1-18 2-chlorophenyl 2- H H H O trifluoromethoxyphenylI-1-19 2-chlorophenyl 2-fluorophenyl H H H O I-1-20 2-chlorophenyl2-chlorophenyl H H H O Synthesis Example 14 I-1-21 2-chlorophenyl2-chlorophenyl H H methyl O Synthesis Example 15 I-1-22 2-chlorophenyl2-chlorophenyl H H ethyl O I-1-23 2-chlorophenyl 2-chlorophenyl H H1-propyn- O 2-yl I-1-24 2-chlorophenyl 2-chlorophenyl H H cyclopropyl Omethyl I-1-25 2-chlorophenyl 2-chlorophenyl H H cyano- O methyl I-1-262-chlorophenyl 2-chlorophenyl H H allyl O I-1-27 2-chlorophenyl2-chlorophenyl F H H O Synthesis Example 16 I-1-28 2-chlorophenyl2-chlorophenyl Cl H H O I-1-29 2-chlorophenyl 2-chlorophenyl Br H H OI-1-30 2-chlorophenyl 2-chlorophenyl I H H O I-1-31 2-chlorophenyl2-chlorophenyl H methyl H O I-1-32 2-chlorophenyl 2-bromophenyl H H H OI-1-33 2-chlorophenyl 2-iodophenyl H H H O I-1-34 2-chlorophenyl2-iodophenyl Cl H H O I-1-35 2-chlorophenyl 2-iodophenyl H methyl H OI-1-36 2-chlorophenyl 2,6-difluorophenyl H H H O I-1-37 2-chlorophenyl2-chloro-6-fluorophenyl H H H O I-1-38 2-chlorophenyl3-methylpyridin-2-yl H H H O I-1-39 2-chlorophenyl3-trifluoromethylpyridin- H H H O 2-yl I-1-40 2-chlorophenyl3-chloropyridin-2-yl H H H O I-1-41 2-chlorophenyl 2-methylpyridin-3-ylH H H O I-1-42 2-chlorophenyl 2- H H H O (trifluoromethyl)pyridin- 3-ylI-1-43 2-chlorophenyl 2-chloropyridin-3-yl H H H O I-1-44 2-chlorophenyl3-trifluoromethyl-2- H H H O pyrazinyl I-1-45 2-chlorophenyl2,5-dimethyl-3-furanyl H H H O I-1-46 2-chlorophenyl 3-methyl-2-thienylH H H O I-1-47 2-chlorophenyl 2-iodo-3-thienyl H H H O I-1-482-chlorophenyl 5-chloro-1,3-dimethyl- H H H O 1H-pyrazol-4-yl I-1-492-chlorophenyl 3-difluoromethyl-5-fluor- H H H O1-methyl-1H-pyrazol-4-yl I-1-50 2-bromophenyl 2-(trifluoromethyl)phenylH H H O I-1-51 2-bromophenyl 2-chlorophenyl H H H O I-1-52 2-bromophenyl2-bromophenyl H H H O I-1-53 2-bromophenyl 2-iodophenyl H H H O I-1-542-bromophenyl 3- H H H O (trifluoromethyl)pyridine- 2-yl I-1-552-bromophenyl 3-chloropyridin-2-yl H H H O I-1-56 2-bromophenyl 2- H H HO (trifluoromethyl)pyridin- 3-yl I-1-57 2-bromophenyl2-chloropyridin-3-yl H H H O I-1-58 2-bromophenyl3-difluoromethyl-5-fluor- H H H O 1-methyl-1H-pyrazol-4-yl I-1-592-bromophenyl 5-fluor-1-methyl-3- H H H O trifluormethyl-1H-pyrazol-4-yl I-1-60 2-bromophenyl 3-methyl-2-thienyl H H H O I-1-612,6-dimethylphenyl 2-chlorophenyl H H H O Synthesis Example 2 I-1-622,3-difluorophenyl 2-(trifluoromethyl)phenyl H H H O I-1-632,3-difluorophenyl 2-bromophenyl H H H O Synthesis Example 3 I-1-642,4-difluorophenyl 2-(trifluoromethyl)phenyl H H H O I-1-652,5-difluorophenyl 2-(trifluoromethyl)phenyl H H H O I-1-662,5-difluorophenyl 2-chlorophenyl H H H O I-1-67 2,5-difluorophenyl2-iodophenyl H H H O I-1-68 2,5-difluorophenyl 3- H H H O(trifluoromethyl)pyridin- 2-yl I-1-69 2,5-difluorophenyl2-methylpyridin-3-yl H H H O I-1-70 2,5-difluorophenyl 2- H H H O(trifluoromethyl)pyridin- 3-yl I-1-71 2,5-difluorophenyl3-methyl-2-thienyl H H H O I-1-72 2,5-difluorophenyl 5-fluor-1-methyl-3-H H H O Synthesis trifluormethyl-1H- Example 4 pyrazol-4-yl I-1-732,6-difluorophenyl 2-methylphenyl H H H O I-1-74 2,6-difluorophenyl2-difluoromethylphenyl H H H O I-1-75 2,6-difluorophenyl2-(trifluoromethyl)phenyl H H H O I-1-76 2,6-difluorophenyl2-(trifluoromethyl)phenyl F H H O I-1-77 2,6-difluorophenyl2-(trifluoromethyl)phenyl H H H S I-1-78 2,6-difluorophenyl2-ethylphenyl H H H O I-1-79 2,6-difluorophenyl 2- H H H Otrifluoromethoxyphenyl I-1-80 2,6-difluorophenyl 2- H H H O(methylsulphonyl)phenyl I-1-81 2,6-difluorophenyl 2-chlorophenyl H H H OI-1-82 2,6-difluorophenyl 2-bromophenyl H H H O I-1-832,6-difluorophenyl 2-iodophenyl H H H O I-1-84 2,6-difluorophenyl2,6-difluorophenyl H H H O I-1-85 2,6-difluorophenyl2-chloro-6-fluorophenyl H H H O I-1-86 2,6-difluorophenyl 2-nitrophenylH H H O I-1-87 2,6-difluorophenyl 2-hydroxyphenyl H H H O I-1-882,6-difluorophenyl 2- H H H O [(trifluoromethyl) sulphanyl]phenyl I-1-892,6-difluorophenyl 2-(1H-1,2,4-triazol-1- H H H O yl)phenyl I-1-902,6-difluorophenyl 3-methylpyridin-2-yl H H H O I-1-912,6-difluorophenyl 3- H H H O Synthesis (trifluoromethyl)pyridin-Example 7 2-yl I-1-92 2,6-difluorophenyl 3-chloropyridin-2-yl H H H OI-1-93 2,6-difluorophenyl 2- H H H O (trifluoromethyl)pyridin- 3-ylI-1-94 2,6-difluorophenyl 4- H H H O (trifluoromethyl)pyridin- 3-ylI-1-95 2,6-difluorophenyl 2-chloropyridin-3-yl H H H O I-1-962,6-difluorophenyl 2-bromopyridin-3-yl H H H O I-1-97 2,6-difluorophenyl3- H H H O (trifluoromethyl)pyridine- 4-yl I-1-98 2,6-difluorophenyl3-ethylpyridazin-4-yl H H H O I-1-99 2,6-difluorophenyl 3- H H H O(trifluoromethyl)pyrazin- 2-yl I-1-100 2,6-difluorophenyl3-chloropyrazin-2-yl H H H O I-1-101 2,6-difluorophenyl2-methyl-5,6-dihydro- H H H O 1,4-oxathiin-3-yl I-1-1022,6-difluorophenyl 2-(trifluoromethyl)-5,6- H H H Odihydro-1,4-oxathiin-3-yl I-1-103 2,6-difluorophenyl 3-methyl-2-thienylH H H O I-1-104 2,6-difluorophenyl 3-iodo-2-thienyl H H H O I-1-1052,6-difluorophenyl 2-iodo-3-thienyl H H H O I-1-106 2,6-difluorophenyl5-(difluoromethyl)-3- H H H O methyl-1,2-oxazol-4-yl I-1-1072,6-difluorophenyl 1,3-dimethyl-1H-pyrazol- H H H O 4-yl I-1-1082,6-difluorophenyl 3-iodo-1-methyl-1H- H H H O pyrazol-4-yl I-1-1092,6-difluorophenyl 1,3,5-trimethyl-1H- H H H O pyrazol-4-yl I-1-1102,6-difluorophenyl 1,3-dimethyl-5-fluor-1H- H H H O pyrazol-4-yl I-1-1112,6-difluorophenyl 1-(difluoromethyl)-1H- H H H O pyrazol-5-yl I-1-1122,6-difluorophenyl 5-fluoro-1-methyl-3- H H H O (trifluormethyl)-1H-pyrazol-4-yl I-1-113 2,6-difluorophenyl 2,4-dimethyl-1,3-thiazol- H H HO 5-yl I-1-114 2,6-difluorophenyl 2-methyl-4- H H H Otrifluormethyl-1,3- thiazol-5-yl I-1-115 2,6-difluorophenyl3,4-dichloro-1,2-thiazol- H H H O 5-yl I-1-116 2,6-difluorophenyl4-methyl-1,2,5-oxadiazol- H H H O 3-yl I-1-117 2-ethoxy-6-2-chlorophenyl H H H O Synthesis fluorophenyl Example 5 I-1-1182,5-dichlorophenyl 2-chlorophenyl H H H O I-1-119 2,5-dichlorophenyl2-bromophenyl H H H O I-1-120 2,6-dichlorophenyl2-(trifluoromethyl)phenyl H H H O I-1-121 2,6-dichlorophenyl2-chlorophenyl H H H O I-1-122 2,6-dichlorophenyl 2-bromophenyl H H H OI-1-123 2,6-dichlorophenyl 2-iodophenyl H H H O Synthesis Example 8I-1-124 2,6-dichlorophenyl 2- H H H O (trifluoromethyl)pyridin- 3-ylI-1-125 2-nitrophenyl 2-chlorophenyl H H H O I-1-126 2- 2-chlorophenyl HH H O (methylsulphonyl) phenyl I-1-127 2-pyridyl 2-bromophenyl H H H OI-1-128 3-fluoropyridin-2-yl 2-(trifluoromethyl)phenyl H H H O I-1-1293-fluoropyridin-2-yl 2-chlorophenyl H H H O I-1-130 3-fluoropyridin-2-yl2-bromophenyl H H H O I-1-131 3-fluoropyridin-2-yl 2-iodophenyl H H H OI-1-132 3-fluoropyridin-2-yl 2,6-difluorophenyl H H H O I-1-1333-fluoropyridin-2-yl 2- H H H O (trifluoromethyl)pyridin- 3-yl I-1-1343-fluoropyridin-2-yl 2- H H 2- O (trifluoromethyl)pyridin- (trifluoro-3-yl methyl)- pyridin-3- ylcarbonyl I-1-135 3-chloropyridin-2-yl2-(trifluoromethyl)phenyl H H H O I-1-136 3-chloropyridin-2-yl2-chlorophenyl H H H O I-1-137 3-chloropyridin-2-yl 2-bromophenyl H H HO I-1-138 3-chloropyridin-2-yl 2-iodophenyl H H H O I-1-1392-chloropyridin-3-yl 2-iodophenyl H H H O Synthesis Example 11 I-1-1403,5-difluoropyridin- 2-(trifluoromethyl)phenyl H H H O 2-yl I-1-1413,5-difluoropyridin- 2-(trifluoromethyl)phenyl I H H O 2-yl I-1-1423,5-difluoropyridin- 2-(trifluoromethyl)phenyl H H Acetyl O 2-yl I-1-1433,5-difluoropyridin- 2-chlorophenyl H H H O 2-yl I-1-1443,5-difluoropyridin- 2-bromophenyl H H H O 2-yl I-1-1453,5-difluoropyridin- 2-iodophenyl H H H O 2-yl I-1-1463,5-difluoropyridin- 2,6-difluorophenyl H H H O Synthesis 2-yl Example 9I-1-147 3,5-difluoropyridin- 2-nitrophenyl H H H O 2-yl I-1-1483,5-difluoropyridin- 2-hydroxyphenyl H H H O 2-yl I-1-1493,5-difluoropyridin- 2- H H H O 2-yl [(trifluoromethyl) sulphanyl]phenylI-1-150 3,5-difluoropyridin- 2-(1H-1,2,4-triazol-1- H H H O 2-ylyl)phenyl I-1-151 3,5-difluoropyridin- 2- H H H O 2-yl(trifluoromethyl)pyridin- 3-yl I-1-152 3,5-difluoropyridin-2-chloropyridin-3-yl H H H O 2-yl I-1-153 3,5-difluoropyridin- 3- H H HO 2-yl (trifluoromethyl)pyridin- 4-yl I-1-154 3,5-difluoropyridin- 4- HH H O 2-yl (trifluoromethyl) pyrimidin-5-yl I-1-155 3,5-difluoropyridin-2-(trifluoromethyl)-5,6- H H H O 2-yl dihydro-1,4-oxathiin-3-yl I-1-1563,5-difluoropyridin- 1-methyl-4- H H H O 2-yl (trifluormethyl)-1H-pyrrol-3-yl I-1-157 3,5-difluoropyridin- 5-(difluoromethyl)-3- H H H O2-yl methyl-1,2-oxazol-4-yl I-1-158 3,5-difluoropyridin-5-fluoro-1-methyl-3- H H H O 2-yl (trifluormethyl)-1H- pyrazol-4-ylI-1-159 3,5-difluoropyridin- 3,4-dichloro-1,2-thiazol- H H H O 2-yl 5-ylI-1-160 3,5-difluoropyridin- 4-methyl-1,2,3- H H H O 2-ylthiadiazol-5-yl I-1-161 2,5-difluoropyridin- 2-iodophenyl H H H O 3-ylI-1-162 3,5,6- 2-(trifluoromethyl)phenyl H H H O trifluoropyridin-2-ylI-1-163 3,5,6- 2-chlorophenyl H H H O trifluoropyridin-2-yl I-1-1643,5,6- 2-bromophenyl H H H O Synthesis trifluoropyridin-2-yl Example 10I-1-165 3,5,6- 2-iodophenyl H H H O trifluoropyridin-2-yl I-1-166 3,5,6-2,6-difluorophenyl H H H O trifluoropyridin-2-yl I-1-167 3,5,6- 3- H H HO trifluoropyridin-2-yl (trifluoromethyl)pyridin- 2-yl I-1-1682-pyrimidinyl 2-bromophenyl H H H O I-1-169 5,6-2-(trifluoromethyl)phenyl H H H O Synthesis difluoropyrimidin-4- Example12 yl I-1-170 5,6- 2-bromophenyl H H H O difluoropyrimidin-4- yl I-1-1715,6- 2,6-difluorophenyl H H H O difluoropyrimidin-4- yl I-1-1723-pyridazinyl 2-chlorophenyl H H H O I-1-173 3-fluoropyrazin-2-yl2-(trifluoromethyl)phenyl H H H O I-1-174 3-fluoropyrazin-2-yl2-chlorophenyl H H H O Synthesis Example 13 I-1-175 3-fluoropyrazin-2-yl2-bromophenyl H H H O I-1-176 3-fluoropyrazin-2-yl 2-iodophenyl H H H OI-1-177 3-fluoropyrazin-2-yl 2,6-difluorophenyl H H H O I-1-1783-fluoropyrazin-2-yl 3- H H H O (trifluoromethyl)pyridin- 2-yl I-1-1792- 2-(trifluoromethyl)phenyl H H H O (methylsulphonyl) phenyl I-1-180 2-2- H H H O (methylsulphonyl) (trifluoromethyl)pyridin- phenyl 3-ylI-1-181 2- 2,6-difluorophenyl H H H O (methylsulphonyl) phenyl I-1-1822- 2-bromophenyl H H H O (methylsulphonyl) phenyl I-1-183 3-chloro-5-2-(trifluoromethyl)phenyl H H H O fluorpyridin-2-yl I-1-184 2-2-iodophenyl H H H O (methylsulphonyl) phenyl I-1-185 2-1,3,5-trimethyl-1H- H H H O (trifluoromethyl) pyrazol-4-yl phenylI-1-186 2- 2-bromophenyl H H H O (trifluoromethyl) phenyl I-1-1872,3-dichlorophenyl 2-bromophenyl H H H O I-1-188 2,3-dichlorophenyl2-chlorophenyl H H H O I-1-189 2,3-difluorophenyl 2-chlorophenyl H H H OI-1-190 2,3-difluorophenyl 2-iodophenyl H H H O I-1-1912,4,5-trifluorophenyl 2-(trifluoromethyl)phenyl H H H O I-1-1922,4,5-trifluorophenyl 2- H H H O (trifluoromethyl)pyridin- 3-yl I-1-1932,4,5-trifluorophenyl 2,6-difluorophenyl H H H O I-1-1942,4,5-trifluorophenyl 2-bromophenyl H H H O I-1-1952,4,5-trifluorophenyl 2-chlorophenyl H H H O I-1-1962,4,5-trifluorophenyl 2-iodophenyl H H H O I-1-197 2,4-dichlorophenyl2-(trifluoromethyl)phenyl H H H O I-1-198 2,4-dichlorophenyl2,6-difluorophenyl H H H O I-1-199 2,4-dichlorophenyl 2-bromophenyl H HH O I-1-200 2,4-dichlorophenyl 2-chlorophenyl H H H O I-1-2012,4-difluorophenyl 2-(trifluoromethyl)phenyl H ethyl H O I-1-2022,4-difluorophenyl 2-(trifluoromethyl)phenyl H methyl H O I-1-2032,4-difluorophenyl 2- H methyl H O (trifluoromethyl)pyridin- 3-ylI-1-204 2,4-difluorophenyl 2- H ethyl H O (trifluoromethyl)pyridin- 3-ylI-1-205 2,4-difluorophenyl 2,4-difluorophenyl H H H O I-1-2062,4-difluorophenyl 2,6-difluorophenyl H methyl H O I-1-2072,4-difluorophenyl 2,6-difluorophenyl H ethyl H O I-1-2082,4-difluorophenyl 2-bromophenyl H methyl H O I-1-209 2,4-difluorophenyl2-bromophenyl H H H O I-1-210 2,4-difluorophenyl 2-bromopyridin-3-yl Hmethyl H O I-1-211 2,4-difluorophenyl 2-chlorophenyl H H H O I-1-2122,4-difluorophenyl 2-chlorophenyl H methyl H O I-1-2132,4-difluorophenyl 2-chlorophenyl H ethyl H O I-1-214 2,4-difluorophenyl2-iodophenyl H methyl H O I-1-215 2,4-difluorophenyl 2-iodophenyl Hethyl H O I-1-216 2,4-difluorophenyl 3-methyl-2-thienyl H ethyl H OI-1-217 2,5-difluoro-4- 2-(trifluoromethyl)phenyl H H H Omethylpyridin-3-yl I-1-218 2,5-difluorophenyl 2-chloropyridin-3-yl H H HO I-1-219 2,5-difluorophenyl 2-iodo-3-thienyl H H H O I-1-2202,5-difluorophenyl 3-chloropyridin-2-yl H H H O I-1-2212,5-difluorophenyl 3-iodo-2-thienyl H H H O I-1-222 2,5-difluorophenyl3-iodofuran-2-yl H H H O I-1-223 2,5-difluorophenyl 5-fluoro-1-methyl-3-H H H O (difluormethyl)-1H- pyrazol-4-yl I-1-224 2,5-difluoropyridin-2-(trifluoromethyl)phenyl H H H O 3-yl I-1-225 2,5-difluoropyridin-2-chlorophenyl H H H O 3-yl I-1-226 2,6-dichlorophenyl 2- H H H O(trifluoromethoxy)pyridin- 3-yl I-1-227 2,6-difluoro-4-2-(trifluoromethyl)phenyl H H H O Synthesis aminophenyl Example 41I-1-228 2,6-difluoro-4- 2-(trifluoromethyl)phenyl H H H O Synthesiscyanphenyl Example 28 I-1-229 2,6-difluoro-4- 2-(trifluoromethyl)phenylH H H O Synthesis nitrophenyl Example 26 I-1-230 2,6-difluoro-4-2-(trifluoromethyl)phenyl H H H O Synthesis trifluormethyl) Example 27phenyl I-1-231 2,6-difluorophenyl 1-(difluoromethyl)-4- H H H Ofluor-3-methyl-1H- pyrazol-5-yl I-1-232 2,6-difluorophenyl1,3-dimethyl-1H-pyrazol- H H H O 5-yl I-1-233 2,6-difluorophenyl1,3-dimethyl-4-nitro-1H- H H H O pyrazol-5-yl I-1-234 2,6-difluorophenyl1,5-dimethyl-4-nitro-1H- H H H O pyrazol-3-yl I-1-235 2,6-difluorophenyl1-ethyl-4-iodo-1H- H H H O pyrazol-5-yl I-1-236 2,6-difluorophenyl1-methyl-1H-1,2,4- H H H O triazol-5-yl I-1-237 2,6-difluorophenyl1-methyl-3- H H H O (pentafluorethyl)-4- (trifluormethyl)-1H-pyrazol-5-yl I-1-238 2,6-difluorophenyl 1-methyl-3,5- H H H Obis(trifluormethyl)-1H- pyrazol-4-yl I-1-239 2,6-difluorophenyl1-methyl-3-nitro-1H- H H H O pyrrol-2-yl I-1-240 2,6-difluorophenyl1-methyl-4- H H H O (trifluormethyl)-1H- pyrrol-3-yl I-1-2412,6-difluorophenyl 1-methyl-4-nitro-1H- H H H O pyrazol-3-yl I-1-2422,6-difluorophenyl 1-methyl-5-nitro-1H- H H H O imidazol-4-yl I-1-2432,6-difluorophenyl 1-oxido-2- H H H O (trifluormethyl)pyridin-3- ylI-1-244 2,6-difluorophenyl 1-sec-butyl-4-chloro-1H- H H H O pyrazol-5-ylI-1-245 2,6-difluorophenyl 1-sec-butyl-4-iodo-1H- H H H O pyrazol-5-ylI-1-246 2,6-difluorophenyl 2-(2,2,2- H H H O trifluoroethyl)pyridin-3-ylI-1-247 2,6-difluorophenyl 2- H H H O (difluoromethoxy)phenyl I-1-2482,6-difluorophenyl 2- H H H O (difluoromethyl) pyridin-3-yl I-1-2492,6-difluorophenyl 2- H H H O (methylsulphanyl) pyridin-3-yl I-1-2502,6-difluorophenyl 2- H H H O (trifluoromethoxy) pyridin-3-yl I-1-2512,6-difluorophenyl 2-(trifluoromethyl)phenyl Cl H H O I-1-2522,6-difluorophenyl 2-(trifluoromethyl)phenyl Br H H O I-1-2532,6-difluorophenyl 2-(trifluoromethyl)phenyl H H methyl O I-1-2542,6-difluorophenyl 2-(trifluoromethyl)phenyl H H ethyl O I-1-2552,6-difluorophenyl 2-(trifluoromethyl)phenyl H H allyl O I-1-2562,6-difluorophenyl 2-(trifluoromethyl)phenyl H H 1-propyn- O 2-ylI-1-257 2,6-difluorophenyl 2-(trifluoromethyl)phenyl I H H O I-1-2582,6-difluorophenyl 2-(trifluoromethyl)phenyl H H cyclopropyl O methylI-1-259 2,6-difluorophenyl 2-(trifluoromethyl)phenyl H H cyano- O methylI-1-260 2,6-difluorophenyl 2-(trifluoromethyl)phenyl H H 2-propyl OI-1-261 2,6-difluorophenyl 2-(trifluoromethyl)phenyl H H 1-propyl OI-1-262 2,6-difluorophenyl 2-(trifluoromethyl)phenyl H H ethoxy- Omethyl I-1-263 2,6-difluorophenyl 2-(trifluoromethyl)phenyl H Hbut-2-yn-1- O yl I-1-264 2,6-difluorophenyl 2-(trifluoromethyl)phenyl HH 2,2- O difluoro- ethyl I-1-265 2,6-difluorophenyl2-(trifluoromethyl)phenyl H H 2,2,2- O trifluoro- ethyl I-1-2662,6-difluorophenyl 2,3-dichlorophenyl H H H O I-1-267 2,6-difluorophenyl2,6-dichlorophenyl H H H O I-1-268 2,6-difluorophenyl 2,6-dimethylphenylH H H O I-1-269 2,6-difluorophenyl 2-acetamidophenyl H H H O I-1-2702,6-difluorophenyl 2-acetylphenyl H H H O I-1-271 2,6-difluorophenyl2-chloro-6- H H H O methoxyphenyl I-1-272 2,6-difluorophenyl2-cyanophenyl H H H O I-1-273 2,6-difluorophenyl 2-cyclopropylphenyl H HH O I-1-274 2,6-difluorophenyl 2-ethyl-6-fluorophenyl H H H O I-1-2752,6-difluorophenyl 2-ethylpyridin-3-yl H H H O I-1-2762,6-difluorophenyl 2-fluoro-6- H H H O (trifluormethyl)phenyl I-1-2772,6-difluorophenyl 2-fluoro-6-iodophenyl H H H O I-1-2782,6-difluorophenyl 2-fluorophenyl H H H O I-1-279 2,6-difluorophenyl2-fluoropyridin-3-yl H H H O I-1-280 2,6-difluorophenyl 2-methoxyphenylH H H O I-1-281 2,6-difluorophenyl 2-methyl-3-furanyl H H H O I-1-2822,6-difluorophenyl 3-(difluoromethyl)-2- H H H O thienyl I-1-2832,6-difluorophenyl 3-(difluoromethyl)-5- H H H Ofluor-1-methylpyrazol-4- yl I-1-284 2,6-difluorophenyl3-(trifluoromethyl)-2- H H H O thienyl I-1-285 2,6-difluorophenyl3-ethylpyrazin-2-yl H H H O I-1-286 3-chloro-5- 2,6-difluorophenyl H H HO fluorpyridin-2-yl I-1-287 2,6-difluorophenyl 3-fluoro-2- H H H O(trifluoromethyl)phenyl I-1-288 2,6-difluorophenyl 3-iodo-2-furanyl H HH O I-1-289 2,6-difluorophenyl 3-isobutyl-1-methyl-4- H H H Onitro-1H-pyrazol-5-yl I-1-290 2,6-difluorophenyl 3-isopropyl-1-methyl-4-H H H O nitro-1H-pyrazol-5-yl I-1-291 2,6-difluorophenyl 3-methyl-5- H HH O (trifluormethyl)-1,2- oxazol-4-yl I-1-292 2,6-difluorophenyl3-tert-butyl-1-methyl-4- H H H O nitro-1H-pyrazol-5-yl I-1-2932,6-difluorophenyl 3-tert-butyl-4-chloro-1- H H H Omethyl-1H-pyrazol-5-yl I-1-294 2,6-difluorophenyl4-(difluoromethyl)-1,3- H H H O dimethyl-1H-pyrazol-5-yl I-1-2952,6-difluorophenyl 4- H H H O (trifluoromethyl) pyrimidin-5-yl I-1-2962,6-difluorophenyl 4,5,6-trifluoro-2- H H H O (trifluormethyl)phenylI-1-297 2,6-difluorophenyl 4,5-dimethyl-1,2-oxazol- H H H O 3-yl I-1-2982,6-difluorophenyl 4-bromo-1,3-dimethyl- H H H O 1H-pyrazol-5-yl I-1-2992,6-difluorophenyl 4-bromo-1-ethyl-1H- H H H O pyrazol-5-yl I-1-3002,6-difluorophenyl 4-bromo-1-ethyl-3- H H H O methyl-1H-pyrazol-5-ylI-1-301 2,6-difluorophenyl 4-bromo-1-methyl-1H- H H H O pyrazol-3-ylI-1-302 2,6-difluorophenyl 4-bromo-1-methyl-1H- H H H O pyrazol-5-ylI-1-303 2,6-difluorophenyl 4-bromo-1-methyl-3- H H H O(trifluormethyl)-1H- pyrazol-5-yl I-1-304 2,6-difluorophenyl4-bromo-2,5-dimethyl-3- H H H O furanyl I-1-305 2,6-difluorophenyl4-bromothiophen-3-yl H H H O I-1-306 2,6-difluorophenyl 4-chloro-1- H HH O (difluormethyl)-3-methyl- 1H-pyrazol-5-yl I-1-307 2,6-difluorophenyl4-chloro-1,3-dimethyl- H H H O 1H-pyrazol-5-yl I-1-3082,6-difluorophenyl 4-chloro-1-ethyl-1H- H H H O pyrazol-5-yl I-1-3092,6-difluorophenyl 4-chloro-1-ethyl-3- H H H O methyl-1H-pyrazol-5-ylI-1-310 2,6-difluorophenyl 4-chloro-1-isopropyl-3- H H H Onitro-1H-pyrazol-5-yl I-1-311 2,6-difluorophenyl 4-chloro-1-methyl-1H- HH H O pyrazol-5-yl I-1-312 2,6-difluorophenyl 4-chloro-1-methyl-3- H H HO nitro-1H-pyrazol-5-yl I-1-313 2,6-difluorophenyl 4-chloro-1-methyl-3-H H H O propyl-1H-pyrazol-5-yl I-1-314 2,6-difluorophenyl4-chloro-1-methyl-5- H H H O propyl-1H-pyrazol-3-yl I-1-3152,6-difluorophenyl 4-chloro-1-propyl-1H- H H H O pyrazol-3-yl I-1-3162,6-difluorophenyl 4-chloro-3-ethyl-1- H H H O methyl-1H-pyrazol-5-ylI-1-317 2,6-difluorophenyl 4-cyano-1-methyl-3- H H H O(pentafluorethyl)-1H- pyrazol-5-yl I-1-318 2,6-difluorophenyl4-cyano-1-methyl-3- H H H O (trifluormethyl)-1H- pyrazol-5-yl I-1-3192,6-difluorophenyl 4-cyclopropyl-1,2,3- H H H O thiadiazol-5-yl I-1-3202,6-difluorophenyl 4-fluoro-1,3-dimethyl- H H H O 1H-pyrazol-5-ylI-1-321 2,6-difluorophenyl 4-fluoro-1-methyl-1H- H H H O pyrazol-5-ylI-1-322 2,6-difluorophenyl 4-fluoro-2- H H H O (trifluoromethyl)phenylI-1-323 2,6-difluorophenyl 4-iodo-1-isobutyl-1H- H H H O pyrazol-5-ylI-1-324 2,6-difluorophenyl 4-iodo-1-methyl-1H- H H H O pyrazol-5-ylI-1-325 2,6-difluorophenyl 4-iodo-1-propyl-1H- H H H O pyrazol-5-ylI-1-326 2,6-difluorophenyl 4-methyl-1,2,3- H H H O thiadiazol-5-ylI-1-327 2,6-difluorophenyl 4-methyl-1,2-oxazol-5-yl H H H O I-1-3282,6-difluorophenyl 4-methyl-4H-1,2,4- H H H O triazol-3-yl I-1-3292,6-difluorophenyl 5-chloro-2- H H H O (trifluoromethyl)phenyl I-1-3302,6-difluorophenyl 5-chloropyrimidin-4-yl H H H O I-1-3312,6-difluorophenyl 5-fluoro-2- H H H O (trifluoromethyl)phenyl I-1-3322,6-difluorophenyl 5-methyl-1,2,3- H H H O thiadiazol-4-yl I-1-3332,6-difluorophenyl 6-methyl-3,4-dihydro-2H- H H H O pyran-5-yl I-1-3342-bromophenyl 2,6-difluorophenyl H H H O I-1-335 2-bromophenyl2-fluoro-6- H H H O (trifluormethyl)phenyl I-1-336 2-bromophenyl3-methylpyridin-2-yl H H H O I-1-337 2-chloro-3-2-(trifluoromethyl)phenyl H H H O cyanpyridin-4-yl Synthesis Example 37I-1-338 2-chloro-4- 2-bromophenyl H H H O methylphenyl I-1-3392-chloro-4- 2-chlorophenyl H H H O methylphenyl I-1-340 2-chloro-6-2-(trifluoromethyl)phenyl H H H O ethoxyphenyl I-1-341 2-chlorophenyl 2-H H H O (methylsulphonyl)phenyl I-1-342 2-chlorophenyl 2- H methyl H O(methylsulphonyl)phenyl I-1-343 2-chlorophenyl 2- H methyl H O(trifluoromethoxy)phenyl I-1-344 2-chlorophenyl 2- H H H O(trifluoromethoxy)pyridin- 3-yl I-1-345 2-chlorophenyl2-(trifluoromethyl)phenyl methyl H H O I-1-346 2-chlorophenyl2-(trifluoromethyl)phenyl cyano H H O I-1-347 2-chlorophenyl2-(trifluoromethyl)phenyl H methyl H O I-1-348 2-chlorophenyl 2- methylH H O (trifluoromethyl)pyridin- 3-yl I-1-349 2-chlorophenyl 2- H methylH O (trifluoromethyl)pyridin- 3-yl I-1-350 2-chlorophenyl2,3-dichlorophenyl H H H O I-1-351 2-chlorophenyl 2,6-dichlorophenyl H HH O I-1-352 2-chlorophenyl 2,6-difluorophenyl methyl H H O I-1-3532-chlorophenyl 2,6-dimethylphenyl H H H O I-1-354 2-chlorophenyl2-bromophenyl methyl H H O I-1-355 2-chlorophenyl 2-bromophenyl H aminoH O I-1-356 2-chlorophenyl 2-bromophenyl H methyl H O I-1-3572-chlorophenyl 2-bromopyridin-3-yl methyl H H O I-1-358 2-chlorophenyl2-bromopyridin-3-yl H H H O I-1-359 2-chlorophenyl 2-bromopyridin-3-yl Hmethyl H O I-1-360 2-chlorophenyl 2-chlorophenyl methyl H H O I-1-3612-chlorophenyl 2-chlorophenyl H amino H O I-1-362 2-chlorophenyl2-chlorophenyl cyano H H O I-1-363 2-chlorophenyl 2-chloropyrazin-3-yl HH H O I-1-364 2-chlorophenyl 2-fluoropyridin-3-yl H H H O I-1-3652-chlorophenyl 2-iodophenyl methyl H H O I-1-366 2-chlorophenyl2-iodophenyl Br H H O I-1-367 2-chlorophenyl 2-iodophenyl I H H OI-1-368 2-chlorophenyl 2-iodophenyl cyano H H O I-1-369 2-chlorophenyl2-iodopyridin-3-yl H H H O I-1-370 2-chlorophenyl 2-methyl-3-furanyl H HH O I-1-371 2-chlorophenyl 2-methyl-4- H H H O (trifluormethyl)-1,3-thiazol-5-yl I-1-372 2-chlorophenyl 2-methyl-5,6-dihydro- H H H O1,4-oxathiin-3-yl I-1-373 2-chlorophenyl 2-tert-butylphenyl H H H OI-1-374 2-chlorophenyl 3-(difluoromethyl)-2- H H H O thienyl I-1-3752-chlorophenyl 3-(trifluoromethyl)-2- H H H O thienyl I-1-3762-chlorophenyl 3- H methyl H O (trifluoromethyl)pyridin- 2-yl I-1-3772-chlorophenyl 3-chloro-2-thienyl H H H O I-1-378 2-chlorophenyl3-iodo-2-furanyl H H H O I-1-379 2-chlorophenyl 3-iodo-2-thienyl H H H OI-1-380 2-chlorophenyl 4- H methyl H O (trifluoromethyl)pyridin- 3-ylI-1-381 2-chlorophenyl 4-chloropyridin-3-yl H H H O I-1-3822-chlorophenyl 5-fluoro-1,3-dimethyl- H H H O 1H-pyrazol-4-yl I-1-3832-chlorophenyl 5-fluoro-1-methyl-3- H H H O (trifluormethyl)-1H-pyrazol-4-yl I-1-384 2-chlorophenyl 6-fluoro-2- H H H O(trifluoromethyl)phenyl I-1-385 2-chloropyrazin-5-yl2-(trifluoromethyl)phenyl H H H O I-1-386 2-chloropyrazin-5-yl 2- H H HO (trifluoromethyl)pyridin- 3-yl I-1-387 2-chloropyrazin-5-yl2,6-difluorophenyl H H H O I-1-388 2-chloropyrazin-5-yl 2-bromophenyl HH H O I-1-389 2-chloropyrazin-5-yl 2-chlorophenyl H H H O I-1-3902-chloropyrazin-5-yl 2-iodophenyl H H H O I-1-391 2-chloropyridin-3-yl2-(trifluoromethyl)phenyl H H H O I-1-392 2-chloropyridin-3-yl2-chlorophenyl H H H O I-1-393 2-cyano-4,6- 2-(trifluoromethyl)phenyl HH H O Synthesis difluorophenyl Example 29 I-1-394 2-cyanophenyl2-iodophenyl H H H O I-1-395 2-ethoxy-3- 2- H H H O chlorophenyl(trifluoromethyl)pyridin- 3-yl I-1-396 2-ethoxy-3- 2-bromophenyl H H H Ofluorophenyl I-1-397 2-ethoxy-3- 2-chlorophenyl H H H O fluorophenylI-1-398 2-chloro-6- 2-bromophenyl H H H O ethoxyphenyl I-1-3992-ethoxy-6- 2-bromophenyl H H H O fluorophenyl I-1-400 2-fluorophenyl2,5-dimethylfuran-3-yl H H H O I-1-401 2-fluoropyrazin-6-yl2-(trifluoromethyl)phenyl H H H O I-1-402 2-fluoropyrazin-6-yl 2- H H HO (trifluoromethyl)pyridin- 3-yl I-1-403 2-fluoropyrazin-6-yl2,6-difluorophenyl H H H O I-1-404 2-fluoropyrazin-6-yl2-bromopyridin-3-yl H H H O I-1-405 2-fluoropyrazin-6-yl 2-iodophenyl HH H O I-1-406 2-methoxyphenyl 2-(trifluoromethyl)phenyl H H H O I-1-4072-methoxyphenyl 2- H H H O (trifluoromethyl)pyridin- 3-yl I-1-4082-methoxyphenyl 2,6-difluorophenyl H H H O I-1-409 2-methoxyphenyl2-bromopyridin-3-yl H H H O I-1-410 2-methoxyphenyl 2-chlorophenyl H H HO I-1-411 2-methoxyphenyl 2-iodophenyl H H H O I-1-4122-methoxypyrazin-3- 2,5-dimethylfuran-3-yl H H H O yl I-1-4132-methoxypyrazin-3- 2-bromophenyl H H H O yl I-1-414 2-methylphenyl2,5-dimethylfuran-3-yl H H H O I-1-415 2-nitrophenyl2-(trifluoromethyl)phenyl H H H O I-1-416 2-nitrophenyl 2- H H H O(trifluoromethyl)pyridin- 3-yl I-1-417 2-nitrophenyl 2,6-difluorophenylH H H O I-1-418 2-nitrophenyl 2-bromophenyl H H H O I-1-4192-nitrophenyl 2-iodophenyl H H H O I-1-420 2-pyridyl 2-chlorophenyl H HH O I-1-421 3-chloro-5- 2-iodophenyl H H H O (trifluormethyl)pyridin-2-yl I-1-422 3- 2-(trifluoromethyl)phenyl H H H O (trifluoromethyl)pyridin-2-yl I-1-423 3- 2,6-difluorophenyl H H H O (trifluoromethyl)pyridin-2-yl I-1-424 3- 2-bromophenyl H H H O (trifluoromethyl)pyridin-2-yl I-1-425 3- 2-chlorophenyl H H H O (trifluoromethyl)pyridin-2-yl I-1-426 3- 2- H H H O (trifluoromethyl)(trifluoromethyl)pyridin- pyridin-2-yl 3-yl I-1-427 3- 2-iodophenyl H HH O (trifluoromethyl) pyridin-2-yl I-1-428 3,5-dichloropyridin-2-(trifluoromethyl)phenyl H H H O 2-yl I-1-429 3,5-dichloropyridin-2,6-difluorophenyl H H H O 2-yl I-1-430 3,5-dichloropyridin-2-bromophenyl H H H O 2-yl I-1-431 3,5-dichloropyridin-2-bromopyridin-3-yl H H H O 2-yl I-1-432 3,5-dichloropyridin-2-chlorophenyl H H H O 2-yl I-1-433 3,5-dichloropyridin- 2-iodophenyl HH H O 2-yl I-1-434 3,5-dichloropyridin- 3-fluoro-2- H H H O 2-yl(trifluoromethyl)phenyl I-1-435 3,5-dichloropyridin- 3-iodo-1-methyl-1H-H H H O 2-yl pyrazol-4-yl I-1-436 3,5-dichloropyridin- 4-fluoro-2- H H HO 2-yl (trifluoromethyl)phenyl I-1-437 3,5-dichloropyridin- 5-chloro-2-H H H O 2-yl (trifluoromethyl)phenyl I-1-438 3,5-difluoro-1-2-(trifluoromethyl)phenyl H H H O oxidopyridin-2-yl Synthesis Example 48I-1-439 3,5-difluoro-6- 2-(trifluoromethyl)phenyl H H H Omethylpyridin-2-yl I-1-440 3,5-difluoro-6- 2- H H H O methylpyridin-2-yl(trifluoromethyl)pyridin- 3-yl I-1-441 3,5-difluoro-6-2,6-difluorophenyl H H H O methylpyridin-2-yl I-1-442 3,5-difluoro-6-2-bromophenyl H H H O methylpyridin-2-yl I-1-443 3,5-difluoropyridin-1-(difluoromethyl)-1H- H H H O 2-yl pyrazol-5-yl I-1-4443,5-difluoropyridin- 1-(difluoromethyl)-4- H H H O 2-ylfluor-3-methyl-1H- pyrazol-5-yl I-1-445 3,5-difluoropyridin-1,3,5-trimethyl-1H- H H H O 2-yl pyrazol-4-yl I-1-4463,5-difluoropyridin- 1,3-dimethyl-1H-pyrazol- H H H O 2-yl 4-yl I-1-4473,5-difluoropyridin- 1,3-dimethyl-4-nitro-1H- H H H O 2-yl pyrazol-5-ylI-1-448 3,5-difluoropyridin- 1,5-dimethyl-4-nitro-1H- H H H O 2-ylpyrazol-3-yl I-1-449 3,5-difluoropyridin- 1-methyl-1H-1,2,4- H H H O2-yl triazol-5-yl I-1-450 3,5-difluoropyridin- 1-methyl-3- H H H O 2-yl(pentafluorethyl)-4- (trifluormethyl)-1H- pyrazol-5-yl I-1-4513,5-difluoropyridin- 1-methyl-3,5- H H H O 2-yl bis(trifluormethyl)-1H-pyrazol-4-yl I-1-452 3,5-difluoropyridin- 1-methyl-3-nitro-1H- H H H O2-yl pyrrol-2-yl I-1-453 3,5-difluoropyridin- 1-methyl-4-nitro-1H- H H HO 2-yl pyrazol-3-yl I-1-454 3,5-difluoropyridin- 1-methyl-5-nitro-1H- HH H O 2-yl imidazol-4-yl I-1-455 3,5-difluoropyridin-1-sec-butyl-4-chloro-1H- H H H O 2-yl pyrazol-5-yl I-1-4563,5-difluoropyridin- 1-sec-butyl-4-iodo-1H- H H H O 2-yl pyrazol-5-ylI-1-457 3,5-difluoropyridin- 2-(2,2,2- H H H O 2-yltrifluoroethyl)pyridin-3-yl I-1-458 3,5-difluoropyridin- 2- H H H O 2-yl(difluoromethoxy)phenyl I-1-459 3,5-difluoropyridin-2-(difluoromethyl)phenyl H H H O 2-yl I-1-460 3,5-difluoropyridin- 2- HH H O 2-yl (difluoromethyl)pyridin- 3-yl I-1-461 3,5-difluoropyridin- 2-H H H O 2-yl (methylsulphanyl)pyridin- 3-yl I-1-462 3,5-difluoropyridin-2- H H H O 2-yl (methylsulphonyl)phenyl I-1-463 3,5-difluoropyridin- 2-H H H O 2-yl (trifluoromethoxy)phenyl I-1-464 3,5-difluoropyridin- 2- HH H O 2-yl (trifluoromethoxy) pyridin-3-yl I-1-465 3,5-difluoropyridin-2-(trifluoromethyl)phenyl F H H O 2-yl I-1-466 3,5-difluoropyridin-2-(trifluoromethyl)phenyl H H H S 2-yl I-1-467 3,5-difluoropyridin-2-(trifluoromethyl)phenyl H H methyl O 2-yl I-1-468 3,5-difluoropyridin-2-(trifluoromethyl)phenyl H H ethyl O 2-yl I-1-469 3,5-difluoropyridin-2-(trifluoromethyl)phenyl H H allyl O 2-yl I-1-470 3,5-difluoropyridin-2-(trifluoromethyl)phenyl H H 1-propyn- O 2-yl 2-yl I-1-4713,5-difluoropyridin- 2-(trifluoromethyl)phenyl H H cyclopropyl O 2-ylmethyl I-1-472 3,5-difluoropyridin- 2-(trifluoromethyl)phenyl H H cyano-O 2-yl methyl I-1-473 3,5-difluoropyridin- 2-(trifluoromethyl)phenyl ClH H O 2-yl I-1-474 3,5-difluoropyridin- 2-(trifluoromethyl)phenyl Br H HO 2-yl I-1-475 3,5-difluoropyridin- 2-(trifluoromethyl)phenyl nitro H HO 2-yl I-1-476 3,5-difluoropyridin- 2,3-dichlorophenyl H H H O 2-ylI-1-477 3,5-difluoropyridin- 2,3-dichlorophenyl H H 2,3- O 2-yldichloro- phenyl- carbonyl I-1-478 3,5-difluoropyridin-2,4-dimethyl-1,3-thiazol- H H H O 2-yl 5-yl I-1-479 3,5-difluoropyridin-2,6-dichlorophenyl H H H O 2-yl I-1-480 3,5-difluoropyridin-2,6-dimethylphenyl H H H O 2-yl I-1-481 3,5-difluoropyridin-2-acetylphenyl H H H O 2-yl I-1-482 3,5-difluoropyridin-2-bromopyridin-3-yl H H H O 2-yl I-1-483 3,5-difluoropyridin-2-chloro-5- H H H O 2-yl methoxyphenyl I-1-484 3,5-difluoropyridin-2-chloro-6-fluorophenyl H H H O 2-yl I-1-485 3,5-difluoropyridin-2-chloropyrazin-3-yl H H H O 2-yl I-1-486 3,5-difluoropyridin-2-cyclopropylphenyl H H H O 2-yl I-1-487 3,5-difluoropyridin-2-ethyl-6-fluorophenyl H H H O 2-yl I-1-488 3,5-difluoropyridin-2-ethylphenyl H H H O 2-yl I-1-489 3,5-difluoropyridin-2-ethylpyrazin-3-yl H H H O 2-yl I-1-490 3,5-difluoropyridin-2-ethylpyridin-3-yl H H H O 2-yl I-1-491 3,5-difluoropyridin-2-fluoro-6- H H H O 2-yl (trifluormethyl)phenyl I-1-4923,5-difluoropyridin- 2-fluoro-6-iodophenyl H H H O 2-yl I-1-4933,5-difluoropyridin- 2-fluorophenyl H H H O 2-yl I-1-4943,5-difluoropyridin- 2-iodo-3-thienyl H H H O 2-yl I-1-4953,5-difluoropyridin- 2-iodopyridin-3-yl H H H O 2-yl I-1-4963,5-difluoropyridin- 2-methoxyphenyl H H H O 2-yl I-1-4973,5-difluoropyridin- 2-methyl-4- H H H O 2-yl (trifluormethyl)-1,3-thiazol-5-yl I-1-498 3,5-difluoropyridin- 2-methyl-5,6-dihydro- H H H O2-yl 1,4-oxathiin-3-yl I-1-499 3,5-difluoropyridin- 2-methylphenyl H H HO 2-yl I-1-500 3,5-difluoropyridin- 3-(difluoromethyl)-5- H H H O 2-ylfluor-1-methylpyrazol-4- yl I-1-501 3,5-difluoropyridin- 3- H H H O 2-yl(trifluoromethyl)pyrazin- 2-yl I-1-502 3,5-difluoropyridin- 3- H H H O2-yl (trifluoromethyl)pyridin- 2-yl I-1-503 3,5-difluoropyridin-3-chloro-2-thienyl H H H O 2-yl I-1-504 3,5-difluoropyridin-3-chloropyridin-2-yl H H H O 2-yl I-1-505 3,5-difluoropyridin-3-ethylpyridazin-4-yl H H H O 2-yl I-1-506 3,5-difluoropyridin-3-fluoro-6- H H H O 2-yl (trifluormethyl)phenyl I-1-5073,5-difluoropyridin- 3-iodo-2-thienyl H H H O 2-yl I-1-5083,5-difluoropyridin- 3-isobutyl-1-methyl-4- H H H O 2-ylnitro-1H-pyrazol-5-yl I-1-509 3,5-difluoropyridin-3-isopropyl-1-methyl-4- H H H O 2-yl nitro-1H-pyrazol-5-yl I-1-5103,5-difluoropyridin- 3-methyl-2-thienyl H H H O 2-yl I-1-5113,5-difluoropyridin- 3-methyl-5- H H H O 2-yl (trifluormethyl)-1,2-oxazol-4-yl I-1-512 3,5-difluoropyridin- 3-tert-butyl-1-methyl-4- H H HO 2-yl nitro-1H-pyrazol-5-yl I-1-513 3,5-difluoropyridin-3-tert-butyl-4-chloro-1- H H H O 2-yl methyl-1H-pyrazol-5-yl I-1-5143,5-difluoropyridin- 4-(difluoromethyl)-1,3- H H H O 2-yldimethyl-1H-pyrazol-5-yl I-1-515 3,5-difluoropyridin- 4- H H H O 2-yl(trifluoromethyl)pyridin- 3-yl I-1-516 3,5-difluoropyridin-4,5,6-trifluoro-2- H H H O 2-yl (trifluormethyl)phenyl I-1-5173,5-difluoropyridin- 4-bromo-1,3-dimethyl- H H H O 2-yl 1H-pyrazol-5-ylI-1-518 3,5-difluoropyridin- 4-bromo-1-ethyl-1H- H H H O 2-ylpyrazol-5-yl I-1-519 3,5-difluoropyridin- 4-bromo-1-ethyl-3- H H H O2-yl methyl-1H-pyrazol-5-yl I-1-520 3,5-difluoropyridin-4-bromo-1-methyl-1H- H H H O 2-yl pyrazol-3-yl I-1-5213,5-difluoropyridin- 4-bromo-1-methyl-1H- H H H O 2-yl pyrazol-5-ylI-1-522 3,5-difluoropyridin- 4-bromo-1-methyl-3- H H H O 2-yl(trifluormethyl)-1H- pyrazol-5-yl I-1-523 3,5-difluoropyridin-4-bromo-2,5-dimethyl-3- H H H O 2-yl furanyl I-1-5243,5-difluoropyridin- 4-bromothiophen-3-yl H H H O 2-yl I-1-5253,5-difluoropyridin- 4-chloro-1- H H H O 2-yl (difluormethyl)-3-methyl-1H-pyrazol-5-yl I-1-526 3,5-difluoropyridin- 4-chloro-1-ethyl-1H- H H HO 2-yl pyrazol-5-yl I-1-527 3,5-difluoropyridin- 4-chloro-1-ethyl-3- H HH O 2-yl methyl-1H-pyrazol-5-yl I-1-528 3,5-difluoropyridin-4-chloro-1-isopropyl-3- H H H O 2-yl nitro-1H-pyrazol-5-yl I-1-5293,5-difluoropyridin- 4-chloro-1-methyl-1H- H H H O 2-yl pyrazol-5-ylI-1-530 3,5-difluoropyridin- 4-chloro-1-methyl-3- H H H O 2-ylnitro-1H-pyrazol-5-yl I-1-531 3,5-difluoropyridin- 4-chloro-1-methyl-3-H H H O 2-yl propyl-1H-pyrazol-5-yl I-1-532 3,5-difluoropyridin-4-chloro-1-methyl-5- H H H O 2-yl propyl-1H-pyrazol-3-yl I-1-5333,5-difluoropyridin- 4-chloro-1-propyl-1H- H H H O 2-yl pyrazol-3-ylI-1-534 3,5-difluoropyridin- 4-chloro-3-ethyl-1- H H H O 2-ylmethyl-1H-pyrazol-5-yl I-1-535 3,5-difluoropyridin- 4-cyano-1-methyl-3-H H H O 2-yl (pentafluorethyl)-1H- pyrazol-5-yl I-1-5363,5-difluoropyridin- 4-cyano-1-methyl-3- H H H O 2-yl(trifluormethyl)-1H- pyrazol-5-yl I-1-537 3,5-difluoropyridin-4-cyclopropyl-1,2,3- H H H O 2-yl thiadiazol-5-yl I-1-5383,5-difluoropyridin- 4-fluoro-1-methyl-1H- H H H O 2-yl pyrazol-5-ylI-1-539 3,5-difluoropyridin- 4-iodo-1-isobutyl-1H- H H H O 2-ylpyrazol-5-yl I-1-540 3,5-difluoropyridin- 4-iodo-1-methyl-1H- H H H O2-yl pyrazol-5-yl I-1-541 3,5-difluoropyridin- 4-iodo-1-propyl-1H- H H HO 2-yl pyrazol-5-yl I-1-542 3,5-difluoropyridin-4-methyl-1,2,5-oxadiazol- H H H O 2-yl 3-yl I-1-543 3,5-difluoropyridin-4-methyl-1,2-oxazol-5-yl H H H O 2-yl I-1-544 3,5-difluoropyridin-4-methyl-4H-1,2,4- H H H O 2-yl triazol-3-yl I-1-5453,5-difluoropyridin- 5-chloropyrimidin-4-yl H H H O 2-yl I-1-5463,5-difluoropyridin- 5-methyl-1,2,3- H H H O 2-yl thiadiazol-4-ylI-1-547 3,5-difluoropyridin- 5-methyl-1,2-oxazol-4-yl H H H O 2-ylI-1-548 3,5-difluoropyridin- 6-methyl-3,4-dihydro-2H- H H H O 2-ylpyran-5-yl I-1-549 3-bromopyridin-2-yl 2-(trifluoromethyl)phenyl H H H OI-1-550 3-bromopyridin-2-yl 2- H H H O (trifluoromethyl)pyridin- 3-ylI-1-551 3-bromopyridin-2-yl 2,6-difluorophenyl H H H O I-1-5523-bromopyridin-2-yl 2-bromophenyl H H H O I-1-553 3-bromopyridin-2-yl2-chlorophenyl H H H O I-1-554 3-bromopyridin-2-yl 2-iodophenyl H H H OI-1-555 3-chloro-2- 2-(trifluoromethyl)phenyl H H H O fluorophenylI-1-556 3-chloro-2- 2,6-difluorophenyl H H H O fluorophenyl I-1-5573-chloro-2- 2-bromophenyl H H H O fluorophenyl I-1-558 3-chloro-2-2-bromopyridin-3-yl H H H O fluorophenyl I-1-559 3-chloro-2-2-chlorophenyl H H H O fluorophenyl I-1-560 3-chloro-5-2-(trifluoromethyl)phenyl H H H O (trifluormethyl) pyridin-2-yl I-1-5613-chloro-5- 2-chlorophenyl H H H O (trifluormethyl) pyridin-2-yl I-1-5623-chloropyridin-2-yl 2- H H H O (trifluoromethyl)pyridin- 3-yl I-1-5633-chloropyridin-2-yl 2,5-dimethylfuran-3-yl H H H O I-1-5643-chloropyridin-2-yl 2,6-difluorophenyl H H H O I-1-5653-chloropyridin-2-yl 2-bromopyridin-3-yl H H H O I-1-5663-chloropyridin-2-yl 2-iodo-3-thienyl H H H O I-1-567 3-cyano-4,6-2-(trifluoromethyl)phenyl H H H O dimethylpyridin-2-yl I-1-5683-cyano-6- 2-(trifluoromethyl)phenyl H H H O Synthesis(diethylamino)pyridin- Example 36 2-yl I-1-569 3-cyano-6-2-(trifluoromethyl)phenyl H H H O Synthesis (trifluormethyl)pyridin-Example 31 2-yl I-1-570 3-cyano-6- 2-(trifluoromethyl)phenyl H H H OSynthesis cyclopropyl-4- Example 40 (trifluormethyl)pyridin- 2-ylI-1-571 3-cyano-6-methyl-4- 2-(trifluoromethyl)phenyl H H H O Synthesis(trifluormethyl)pyridin- Example 33 2-yl I-1-572 3-cyano-6-2-(trifluoromethyl)phenyl H H H O methylpyridin-2-yl I-1-573 3-cyano-6-2-(trifluoromethyl)phenyl H H H O Synthesis propylpyridin-2-yl Example39 I-1-574 3-cyanopyrazin-2-yl 2-(trifluoromethyl)phenyl H H H OSynthesis Example 43 I-1-575 3-cyanopyridin-2-yl2-(trifluoromethyl)phenyl H H H O Synthesis Example 25 I-1-5763-fluoro-4- 2-(trifluoromethyl)phenyl H H H O iodopyridin-2-yl I-1-5773-fluoropyridin-2-yl 2- H H H O (trifluoromethoxy) pyridin-3-yl I-1-5783-fluoropyridin-2-yl 2-bromopyridin-3-yl H H H O I-1-5793-fluoropyridin-2-yl 2-chloropyridin-3-yl H H H O I-1-5803-fluoropyridin-2-yl 2-fluoro-6- H H H O (trifluormethyl)phenyl I-1-5813-fluoropyridin-2-yl 2-iodo-3-thienyl H H H O I-1-5823-fluoropyridin-2-yl 3-iodo-2-furanyl H H H O I-1-583 4-acetamido-2,6-2-(trifluoromethyl)phenyl H H H O Synthesis difluorophenyl Example 42I-1-584 4-acetyl-2,6- 2-(trifluoromethyl)phenyl H H H O Synthesisdifluorophenyl Example 30 I-1-585 2-chloro-3- 2-(trifluoromethyl)phenylH H H O Synthesis cyanpyridin-4-yl Example 37 I-1-586 4-chloro-3-2-(trifluoromethyl)phenyl H H H O Synthesis cyanpyridin-2-yl Example 38I-1-587 5-chloro-3- 2-(trifluoromethyl)phenyl H H H O fluorpyridin-2-ylI-1-588 5-chloro-3- 2,6-difluorophenyl H H H O fluorpyridin-2-yl I-1-5895-chloro-3- 2-bromophenyl H H H O fluorpyridin-2-yl I-1-590 5-chloro-3-2-chlorophenyl H H H O fluorpyridin-2-yl I-1-591 5-chloro-3- 2-fluoro-6-H H H O fluorpyridin-2-yl (trifluormethyl)phenyl I-1-592 5-chloro-3-2-iodo-3-thienyl H H H O fluorpyridin-2-yl I-1-593 5-chloro-3-2-iodophenyl H H H O fluorpyridin-2-yl I-1-594 5-cyanopyrimidin-4-2-(trifluoromethyl)phenyl H H H O yl I-1-595 5-cyanopyrimidin-4-2,6-difluorophenyl H H H O yl I-1-596 5-fluoropyridin-2-yl2-(trifluoromethyl)phenyl H H H O I-1-597 5-fluoropyridin-2-yl 2- H H HO (trifluoromethylpyridin- 3-yl I-1-598 5-fluoropyridin-2-yl2,6-difluorophenyl H H H O I-1-599 5-fluoropyridin-2-yl 2-iodophenyl H HH O I-1-600 5-fluoropyrimidin-2- 2-(trifluoromethyl)phenyl H H H O ylI-1-601 5-fluoropyrimidin-2- 2- H H H O yl (trifluoromethyl)pyridin-3-yl I-1-602 5-fluoropyrimidin-2- 2,6-difluorophenyl H H H O yl I-1-6035-fluoropyrimidin-2- 2-bromophenyl H H H O yl I-1-6045-fluoropyrimidin-2- 2-chlorophenyl H H H O yl I-1-6055-fluoropyrimidin-2- 2-iodophenyl H H H O yl I-1-606 6-chloro-5-cyan-3-2-(trifluoromethyl)phenyl H H H O Synthesis fluorpyridin-2-yl Example 44I-1-607 6-chloro-3- 2-(trifluoromethyl)phenyl H H H O Synthesiscyanpyridin-2-yl Example 34 I-1-608 6-chloro-5-2-(trifluoromethyl)phenyl H H H O Synthesis cyanpyridin-2-yl Example 35I-1-609 pyrimidin-2-yl 2,5-dimethylfuran-3-yl H H H O I-1-6102,6-difluorophenyl 2-(2,2,2- H H H O trifluoroethyl)phenyl I-1-6112,6-difluorophenyl 2-(difluoromethyl)-5,6- H H H Odihydro-1,4-oxathiin-3-yl I-1-612 2,6-difluorophenyl 2- H H H O[(trifluoroacetyl)amino] phenyl I-1-613 2,6-difluorophenyl2-bromo-6-fluorophenyl H H H O I-1-614 2,6-difluorophenyl 2-chloro-6- HH H O (trifluormethyl)phenyl I-1-615 2,6-difluorophenyl3-methyl-5,6-dihydro- H H H O 1,4-dioxin-2-yl I-1-616 2,6-difluorophenyl2-methyl-5,6-dihydro- H H H O 4,4-dioxo-1,4-oxathiin-3- yl I-1-6172-cyano-3- 2-(trifluoromethyl)phenyl H H H O fluorophenyl I-1-6182-cyano-3- 2- H H H O fluorophenyl (trifluoromethyl)pyridin- 3-ylI-1-619 2-cyano-3- 2,6-difluorophenyl H H H O fluorophenyl I-1-6202-cyano-3- 2-bromophenyl H H H O fluorophenyl I-1-621 2-cyano-3-2-chlorophenyl H H H O fluorophenyl I-1-622 2-cyano-3-2-chloropyridin-3-yl H H H O fluorophenyl I-1-623 2-cyano-3- 2-fluoro-6-H H H O fluorophenyl (trifluormethyl)phenyl I-1-624 2-cyano-3-2-iodo-3-thienyl H H H O fluorophenyl I-1-625 2-cyano-3- 2-iodophenyl HH H O fluorophenyl I-1-626 2-cyano-4- 2-(trifluoromethyl)phenyl H H H Ofluorophenyl I-1-627 2-cyano-4- 2- H H H O fluorophenyl(trifluoromethyl)pyridin- 3-yl I-1-628 2-cyano-4- 2,6-difluorophenyl H HH O fluorophenyl I-1-629 2-cyano-4- 2-bromophenyl H H H O fluorophenylI-1-630 2-cyano-4- 2-chlorophenyl H H H O fluorophenyl I-1-6312-cyano-4- 2-chloropyridin-3-yl H H H O fluorophenyl I-1-632 2-cyano-4-2-fluoro-6- H H H O fluorophenyl (trifluormethyl)phenyl I-1-6332-cyano-4- 2-iodo-3-thienyl H H H O fluorophenyl I-1-634 2-cyano-4-2-iodophenyl H H H O fluorophenyl I-1-635 3,5-difluoropyridin- 2-(2,2,2-H H H O 2-yl trifluoroethyl)phenyl I-1-636 3,5-difluoropyridin-2-(difluoromethyl)-5,6- H H H O 2-yl dihydro-1,4-oxathiin-3-yl I-1-6373,5-difluoropyridin- 2-bromo-6-fluorophenyl H H H O 2-yl I-1-6383,5-difluoropyridin- 2-chloro-6- H H H O 2-yl (trifluormethyl)phenylI-1-639 3,5-difluoropyridin- 3-methyl-5,6-dihydro- H H H O 2-yl1,4-dioxin-2-yl I-1-640 3,5-difluoropyridin- 2-methyl-5,6-dihydro- H H HO Synthesis 2-yl 4,4-dioxo-1,4-oxathiin-3- Example 23 yl I-1-6413-cyano-4-(4- 2-(trifluoromethyl)phenyl H H H O Synthesisfluorophenyl)pyridin- Example 32 2-yl I-1-642 3-fluoro-4-(4-2-(trifluoromethyl)phenyl H H H O fluorophenyl)pyridin- 2-yl I-1-6434-amino-2,6- 2-carboxyphenyl H H H O Synthesis difluorophenyl Example 24I-1-644 2,6-difluorophenyl 1-methyl-1H-imidazol-5- H H H O yl I-1-6452,6-difluorophenyl 1-methyl-1H-pyrrol-2-yl H H H O I-1-6463,5-difluoropyridin- 1-methyl-1H-imidazol-5- H H H O 2-yl yl I-1-6473,5-difluoropyridin- 1-methyl-1H-pyrrol-2-yl H H H O 2-yl

TABLE 2 (I-4)

Compound No. A B R3 R4 R5 Z I-4-1 2,6- 2-chlorophenyl H H H Odifluorophenyl I-4-2 2,6- 2-bromophenyl H H H O Synthesis difluorophenylExample 6 I-4-3 2,6- 2,6- H H H O difluorophenyl difluorophenyl I-4-42,6- 2-iodophenyl H H H O difluorophenyl I-4-5 2,6- 2-methylphenyl H H HO difluorophenyl I-4-6 2,6- 2-methylphenyl H H 2- O difluorophenylmethylpyridin- 3-ylcarbonyl I-4-7 2,6- 2-(trifluoro- H H H Odifluorophenyl methyl)phenyl I-4-8 2-chlorophenyl 2-bromophenyl H H H O

TABLE 3 (I-2)

Compound No. A B R3 R5 Z I-2-1 2-chlorophenyl 2-(trifluoromethyl)phenylH H O Synthesis Example 20 I-2-2 2-chlorophenyl 2-chlorophenyl H H OI-2-3 2-chlorophenyl 2-iodophenyl H H O I-2-4 2-chlorophenyl2-(trifluoromethyl)pyridin- H H O 3-yl I-2-5 2-chlorophenyl2-chloropyridin-3-yl H H O I-2-6 2-bromophenyl 2-(trifluoromethyl)phenylH H O I-2-7 2-bromophenyl 2-chlorophenyl H H O I-2-8 2-bromophenyl2-(trifluoromethyl)pyridin- H H O 3-yl I-2-9 2-bromophenyl2-chloropyridin-3-yl H H O I-2-10 3-chloropyridin-2-yl2-(trifluoromethyl)phenyl H H O I-2-11 3-chloropyridin-2-yl2-(trifluoromethyl)phenyl Cl H O I-2-12 3-chloropyridin-2-yl2-chlorophenyl H H O I-2-13 3-chloropyridin-2-yl 2-bromophenyl H H OI-2-14 3-chloropyridin-2-yl 2-iodophenyl H H O I-2-153-chloropyridin-2-yl 2,6-difluorophenyl H H O I-2-163-chloropyridin-2-yl 5-fluoro-1-methyl-3- H H O (trifluormethyl)-1H-pyrazol-4-yl I-2-17 3-bromopyridin-2-yl 2-(trifluoromethyl)phenyl H H OI-2-18 3-bromopyridin-2-yl 2-iodophenyl H H O I-2-19 2-chlorophenyl2-(trifluoromethyl)phenyl Cl H O I-2-20 2-chlorophenyl2-(trifluoromethyl)phenyl Cl 2- O (trifluoro- methyl)phenyl- carbonylI-2-21 2-chlorophenyl 2-(trifluoromethyl)phenyl methyl H O I-2-222-chlorophenyl 2-(trifluoromethyl)phenyl methyl 2- O (trifluoro-methyl)phenyl- carbonyl I-2-23 2-bromophenyl 2-chloropyridin-3-yl Cl 2-O chloropyridin- 3-ylcarbonyl I-2-24 2-chlorophenyl 2-iodophenyl methylH O I-2-25 2-chlorophenyl 2-iodophenyl methyl 2-iodophenyl- O carbonylI-2-26 2-bromophenyl 2-(trifluoromethyl)phenyl Cl H O I-2-272-bromophenyl 2-(trifluoromethyl)phenyl Cl 2-(trifluoro- Omethyl)phenyl- carbonyl I-2-28 2-bromophenyl 2-(trifluoromethyl)pyridin-Cl H O 3-yl I-2-29 2-bromophenyl 2-chlorophenyl Cl H O I-2-302-bromophenyl 2-chlorophenyl Cl 2-chlorophenyl- O carbonyl I-2-312-bromophenyl 2-chloropyridin-3-yl Cl H O I-2-32 2-bromophenyl2-iodophenyl Cl H O I-2-33 2-bromophenyl 2-iodophenyl H H O I-2-342-bromophenyl 2-iodophenyl Cl 2-iodophenyl- O carbonyl I-2-352,6-difluorophenyl 2-(trifluoromethyl)phenyl H H O Synthesis Example 21I-2-36 2,6-difluorophenyl 2-bromophenyl H H O I-2-37 2,6-difluorophenyl2-bromopyridin-3-yl H H O I-2-38 2,6-difluorophenyl 2-chlorophenyl H H OI-2-39 2,6-difluorophenyl 2-fluoro-6- H H O (trifluormethyl)phenylI-2-40 2,6-difluorophenyl 2-iodo-3-thienyl H H O I-2-412,6-difluorophenyl 2-iodophenyl H H O I-2-42 5-(trifluoro-2-(trifluoromethyl)phenyl H H O methyl)pyridin-2-yl I-2-43 5-(trifluoro-2-iodophenyl H H O methyl)pyridin-2-yl I-2-44 3-fluoropyridin-2-yl2-(trifluoromethyl)phenyl H H O I-2-45 3-fluoropyridin-2-yl2-(trifluoromethyl)pyridin- H H O 3-yl I-2-46 3-fluoropyridin-2-yl2-bromophenyl H H O I-2-47 3-fluoropyridin-2-yl 2-bromopyridin-3-yl H HO I-2-48 3-fluoropyridin-2-yl 2-chlorophenyl H H O I-2-493-fluoropyridin-2-yl 2-fluoro-6- H H O (trifluormethyl)phenyl I-2-503-fluoropyridin-2-yl 2-iodo-3-thienyl H H O I-2-51 3-fluoropyridin-2-yl2-iodophenyl H H O I-2-52 3-chloropyridin-2-yl 2-(trifluoromethyl)phenylH 2-(trifluoro- O methyl)phenyl- carbonyl I-2-53 3-chloropyridin-2-yl2-(trifluoromethyl)phenyl methyl H O I-2-54 3-chloropyridin-2-yl2-(trifluoromethyl)phenyl methyl 2-(trifluoro- O methyl)phenyl- carbonylI-2-55 3-chloropyridin-2-yl 2-(trifluoromethyl)pyridin- H H O 3-ylI-2-56 3-chloropyridin-2-yl 2-chloropyridin-3-yl H H O I-2-573-chloropyridin-2-yl 2-fluoro-6- H H O (trifluormethyl)phenyl I-2-583-chloropyridin-2-yl 2-iodo-3-thienyl H H O I-2-59 3-chloropyridin-2-yl2-iodophenyl methyl H O I-2-60 3-chloropyridin-2-yl 2-iodophenyl Cl H OI-2-61 3-chloropyridin-2-yl 2-iodophenyl methyl 2-iodophenyl- O carbonylI-2-62 2,5-difluoropyridin- 2-(trifluoromethyl)phenyl H H O 3-yl I-2-633,5-dichloropyridin- 2-(trifluoromethyl)phenyl H H O Synthesis 2-ylExample 45 I-2-64 3,5-dichloropyridin- 2-(trifluoromethyl)pyridin- H H O2-yl 3-yl I-2-65 3,5-dichloropyridin- 2-iodophenyl H H O 2-yl I-2-663,5-difluoropyridin- 2-(trifluoromethyl)phenyl H H O 2-yl I-2-673,5-difluoropyridin- 2-(trifluoromethyl)pyridin- H H O 2-yl 3-yl I-2-683,5-difluoropyridin- 2-bromophenyl H H O 2-yl I-2-693,5-difluoropyridin- 2-bromopyridin-3-yl H H O 2-yl I-2-703,5-difluoropyridin- 2-chlorophenyl H H O 2-yl I-2-713,5-difluoropyridin- 2-fluoro-6- H H O 2-yl (trifluormethyl)phenylI-2-72 3,5-difluoropyridin- 2-iodo-3-thienyl H H O 2-yl I-2-733,5-difluoropyridin- 2-iodophenyl H H O 2-yl I-2-743-chloro-5-(trifluor- 2-(trifluoromethyl)phenyl H H Omethyl)pyridin-2-yl I-2-75 3-chloro-5-(trifluor- 2-iodophenyl H H Omethyl)pyridin-2-yl I-2-76 2,6-difluorophenyl2-(trifluoromethyl)pyridin- H H O 3-yl I-2-77 2,6-difluorophenyl2,6-difluorophenyl H H O I-2-78 2,6-difluorophenyl 3-(difluoromethyl)-1-H H O methyl-1H-pyrazol-4-yl I-2-79 2,6-difluorophenyl3-(trifluoromethyl)pyrazin- H H O 2-yl I-2-80 2,6-difluorophenyl3-(trifluoromethyl)pyridin- H H O 2-yl I-2-81 2,6-difluorophenyl3-(trifluoromethyl)pyridin- H H O 4-yl I-2-82 2,6-difluorophenyl 3- H HO (trifluoromethyl)thiophen- 2-yl I-2-83 2,6-difluorophenyl4-(trifluoromethyl)pyridin- H H O 3-yl I-2-84 3,5-difluoropyridin-3-(trifluoromethyl)pyridin- H H O 2-yl 2-yl I-2-85 3,5-difluoropyridin-3- H H O 2-yl (trifluoromethyl)thiophen- 2-yl

TABLE 4 (I-5)

Compound No. A B R3 R5 Z I-5-1 3,5-difluoropyridin-2-(trifluoromethyl)phenyl H H O 2-yl I-5-2 3,5-difluoropyridin-2-(trifluoromethyl)phenyl 5-F H O Synthesis 2-yl Example 22 I-5-33,5-difluoropyridin- 2-bromophenyl H H O 2-yl I-5-4 3-fluoropyridin-2-yl2-bromophenyl H H O I-5-5 3-chloro-5-(trifluor- 2-bromophenyl H H Omethyl)pyridin-2-yl I-5-6 2,5-difluoropyridin- 2-bromophenyl H H O 3-ylI-5-7 2,5-difluoropyridin- 2-(trifluoromethyl)phenyl 5-F H O 3-yl I-5-82-chlorophenyl 2-(trifluoromethyl)phenyl H H O Synthesis Example 47I-5-9 2-chlorophenyl 2- H H O (trifluoromethyl)pyridin- 3-yl I-5-102,5-difluoro-4- 2-(trifluoromethyl)phenyl 4-F H O cyanphenyl I-5-112,5-difluoro-4- 2,6-difluorophenyl 4-F H O cyanphenyl

TABLE 5 (I-3)

Compound No. A B R3 R4 R5 R8 Z I-3-1 2,6- 2-(trifluoro- H H H H OSynthesis difluorophenyl methyl)phenyl Example 46 I-3-2 2,6- 2,6- H H HH O difluorophenyl difluorophenyl I-3-3 2,6- 2-iodophenyl H H H H Odifluorophenyl I-3-4 2,6- 2-chloro-4- H H H H O difluorophenylmethoxyphenyl I-3-5 2,6- 2-(trifluoro- H H H H O difluorophenylmethyl)pyridin- 3-yl I-3-6 2,6- 3-iodo-2- H H H H O difluorophenylfuranyl I-3-7 2,6- 2-iodo-3- H H H H O difluorophenyl thienyl

Compound No. HPLC-MS¹⁾ and ¹H-NMR data²) I-1-1 see Synthesis Example 1I-1-2 HPLC-MS: logP = 2.69; mass (m/z): 372.0 (M + H)⁺; ¹H-NMR [DMSO-D₆]3.33 (s, 3H), 6.86 (d, 1H), 7.05- 7.09 (m, 1H), 7.24-7.26 (m, 1H),7.32-7.42 (m, 2H), 7.46-7.49 (m, 1H), 7.51-7.54 (m, 1H), 7.58- 7.60 (m,1H), 7.68-7.70 (m, 1H), 8.12 (d, 1H), 11.17 (s, 1H). I-1-3 HPLC-MS: logP= 2.87; mass (m/z): 312.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 2.24 (s, 3H), 2.52(s, 3H), 3.88 (s, 3H), 6.79-6.80 (m, 1H), 6.83-6.84 (m, 1H), 7.05-7.10(m, 1H), 7.23-7.25 (m, 1H), 7.31-7.35 (m, 1H), 7.62-7.65 (m, 1H), 8.10(d, 1H), 10.48 (s, 1H). I-1-4 HPLC-MS: logP = 2.92; mass (m/z): 366.0(M + H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H), 7.40-7.60 (m, 5H), 7.64-7.68 (m,1H), 7.74-7.78 (m, 2H), 7.86-7.88 (m, 1H), 9.18 (br. s, 1H). I-1-5HPLC-MS: logP = 3.05; mass (m/z): 458.0 (M + H)⁺; ¹H-NMR [CD₃CN]6.96-6.97 (m, 1H), 7.17-7.24 (m, 1H), 7.45-7.50 (m, 2H), 7.54-7.56 (m,1H), 7.64-7.68, (m, 1H), 7.74-7.78 (m, 2H), 7.86-7.88 (m 1H), 7.93-7.95(m, 1H), 9.17 (br. s, 1H). I-1-6 HPLC-MS: logP = 2.75; mass (m/z): 372.1(M + H)⁺; ¹H-NMR [DMSO-D₆] 6.90 (d, 1H), 7.41 (s, 1H), 7.64- 7.67 (m,1H), 7.73-7.77 (m, 1H), 7.85-7.89 (m, 1H), 7.92-7.96 (m, 2H), 8.00 (d,1H), 8.32 (t, 1H), 11.53 (s, 1H). I-1-7 HPLC-MS: logP = 3.05; mass(m/z): 400.1 (M + H)⁺; ¹H-NMR [CD₃CN] 6.94-6.95 (m, 1H), 7.54-7.55 (m,1H), 7.64-7.82 (m, 7H), 7.86-7.88 (m, 1H), 9.23 (br. s, 1H). I-1-8HPLC-MS: logP = 2.38; mass (m/z): 323.1 (M + H)⁺; ¹H-NMR [CD₃CN] 7.07(d, 1H), 7.40-7.52 (m, 4H), 7.59-7.62 (m, 1H), 7.69-7.71 (m, 1H),7.75-7.79 (m, 1H), 7.85-7.87 (m, 1H), 8.12 (d, 1H), 9.39 (br. s, 1H).I-1-9 HPLC-MS: logP = 2.55; mass (m/z): 357.1 (M + H)⁺; ¹H-NMR [CD₃CN]7.05 (d, 1H), 7.48-7.52 (m, 1H), 7.65-7.86 (m, 7H), 8.11 (d, 1H), 9.39(br. s, 1H). I-1-10 HPLC-MS: logP = 2.78; mass (m/z): 360.01 (M + H)⁺;¹H-NMR [DMSO-D₆] 6.95 (d, 1H), 7.34-7.50 (m, 5H), 7.53-7.55 (m, 1H),7.69-7.71 (m, 1H), 7.73-7.77 (m, 1H), 8.16-8.17 (m, 1H), 11.27 (s, 1H).I-1-11 HPLC-MS: logP = 2.86; mass (m/z): 312.0 (M + H)⁺; ¹H-NMR [CD₃CN]2.45 (s, 3H), 6.98-6.99 (m, 1H), 7.25-7.31 (m, 3H), 7.36-7.45 (m, 3H),7.47-7.54 (m, 2H), 7.58-7.60 (m, 1H), 7.88 (d, 1H), 9.07 (br. s, 1H).I-1-12 HPLC-MS: logP = 3.30; mass (m/z): 326.1 (M + H)⁺; ¹H-NMR [CD₃CN]1.25 (t, 3H), 2.84 (q, 2H), 7.01 (d, 1H), 7.28-7.32 (m, 1H), 7.37-7.38(m, 1H), 7.43-7.52 (m, 4H), 7.55-7.58 (m, 1H), 7.61-7.64 (m, 1H), 7.91(d, 1H), 9.13 (br. s, 1H). I-1-13 HPLC-MS: logP = 3.03; mass (m/z):348.1 (M + H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H), 7.30 (t, 1H), 7.41-7.48 (m,2H), 7.52-7.56 (m, 1H), 7.59-7.69 (m, 3H), 7.76-7.81 (m, 2H), 7.81-7.89(m, 1H), 9.32 (br. s, 1H). I-1-14 HPLC-MS: logP = 2.96; mass (m/z):366.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.95 (d, 1H), 7.41-7.47 (m, 2H),7.51-7.54 (m, 1H), 7.57-7.60 (m, 1H), 7.65-7.74 (m, 3H), 7.80-7.82 (m,1H), 7.88 (d, 1H), 9.26 (br. s, 1H). I-1-15 see Synthesis Example 17I-1-16 see Synthesis Example 18 I-1-17 see Synthesis Example 19 I-1-18HPLC-MS: logP = 3.28; mass (m/z): 382.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.96(d, 1H), 7.40-7.56 (m, 4H), 7.59-7.65 (m, 3H), 7.77-7.80 (m, 1H), 7.89(d, 1H), 9.23 (br. s, 1H). I-1-19 HPLC-MS: logP = 2.89; mass (m/z):316.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H), 7.24-7.29 (m, 1H),7.32-7.36 (m, 1H), 7.41-7.48 (m, 2H), 7.53-7.62 (m, 3H), 7.89-7.93 (m,2H), 9.17 (br. s, 1H). I-1-20 see Synthesis Example 14 I-1-21 seeSynthesis Example 15 I-1-22 HPLC-MS: logP = 3.41; mass (m/z): 360.0 (M +H)⁺; ¹H-NMR [CD₃CN] 1.28 (t, 3H), 3.95 (q, 2H), 6.10 (d, 1H), 7.21-7.33(m, 4H), 7.37-7.54 (m, 4H), 7.61-7.64 (m, 1H). I-1-23 HPLC-MS: logP =3.25; mass (m/z): 370.0 (M + H)⁺; ¹H-NMR [CD₃CN] 2.54 (s, 1H), 4.72 (s,2H), 6.15 (s, 1H), 7.22-7.34 (m, 4H), 7.39-7.41 (m, 3H), 7.53-7.54 (m,1H), 7.66 (s, 1H). I-1-24 HPLC-MS: logP = 3.85; mass (m/z): 386.1 (M +H)⁺; ¹H-NMR [CD₃CN] 0.29-0.30 (m, 2H), 0.48-0.50 (m, 2H), 1.13-1.21 (m,1H), 3.81 (d, 2H), 6.13 (d, 1H), 7.15-7.34 (m, 5H), 7.39-7.41 (m, 2H),7.52-7.55 (m, 1H), 7.62 (d, 1H). I-1-25 HPLC-MS: logP = 3.04; mass(m/z): 371.0 (M + H)⁺; ¹H-NMR [CD₃CN] 4.87 (s, 2H), 5.99 (s, 1H),7.24-7.45 (m, 7H), 7.55-7.56 (m, 1H), 7.66 (s, 1H). I-1-26 HPLC-MS: logP= 3.56; mass (m/z): 372.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 4.51 (d, 2H), 5.18(d, 1H), 5.33 (d, 1H), 5.89-5.99 (m, 1H), 6.12 (d, 1H), 7.19-7.50 (m,7H), 7.59-7.61 (m, 1H), 7.89 (d, 1H). I-1-27 see Synthesis Example 16I-1-28 HPLC-MS: logP = 2.88; mass (m/z): 366.0 (M + H)⁺; ¹H-NMR [CD₃CN]7.42-7.63 (m, 8H), 8.05 (s, 1H), 8.62 (br. s, 1H). I-1-29 HPLC-MS: logP= 2.99; mass (m/z): 409.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.44-7.63 (m, 8H),8.06 (s, 1H), 8.58 (br. s, 1H). I-1-30 HPLC-MS: logP = 3.01; mass (m/z):457.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.42-7.66 (m, 8H), 8.05 (s, 1H), 8.55(br. s, 1H). I-1-31 HPLC-MS: logP = 2.45; mass (m/z): 346.1 (M + H)⁺;¹H-NMR [CD₃CN] 2.28 (s, 3H), 6.48 (s, 1H), 7.32-7.36 (m, 1H), 7.39-7.50(m, 5H), 7.56-7.59 (m, 1H), 8.50 (br. s, 1H). I-1-32 HPLC-MS: logP =2.83; mass (m/z): 376.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H), 7.37-7.47(m, 4H), 7.53-7.56 (m, 2H), 7.59-7.60 (m, 1H), 7.68-7.69 (m, 1H), 7.89(d, 1H), 9.20 (br. s, 1H). I-1-33 HPLC-MS: logP = 2.95; mass (m/z):423.9 (M + H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H), 7.18-7.24 (m, 1H),7.39-7.55 (m, 5H), 7.58-7.61 (m, 1H), 7.89 (d, 1H), 7.93-7.95 (m, 1H),9.17 (br. s, 1H). I-1-34 HPLC-MS: logP = 3.10; mass (m/z): 457.9 (M +H)⁺; ¹H-NMR [CD₃CN] 7.21-7.25 (m, 1H), 7.48-7.62 (m, 6H), 7.97-7.98 (m,1H), 8.05 (s, 1H), 8.56 (br. s, 1H). I-1-35 HPLC-MS: logP = 2.53; mass(m/z): 438.0 (M + H)⁺; ¹H-NMR [CD₃CN] 2.28 (s, 3H), 6.49 (s, 1H),7.12-7.17 (m, 1H), 7.24-7.29 (m, 1H), 7.38-7.49 (m, 4H), 7.56-7.58 (m,1H), 7.84-7.86 (m, 1H), 8.46 (br. s, 1H). I-1-36 HPLC-MS: logP = 2.65;mass (m/z): 334.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.95 (d, 1H), 7.03-7.13 (m,2H), 7.41-7.49 (m, 2H), 7.50-7.56 (m, 2H), 7.59-7.62 (m, 1H), 7.88 (d,1H), 9.46 (br. s, 1H). I-1-37 HPLC-MS: logP = 2.84; mass (m/z): 350.0(M + H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H), 7.20-7.23 (m, 1H), 7.35-7.37 (m,1H), 7.42-7.50 (m, 3H), 7.52-7.55 (m, 1H), 7.59-7.61 (m, 1H), 7.89 (d,1H), 9.37 (br. s, 1H). I-1-38 HPLC-MS: logP = 3.24; mass (m/z): 313.1(M + H)⁺; ¹H-NMR [CD₃CN] 2.78 (s, 3H), 7.06 (d, 1H), 7.43-7.52 (m, 3H),7.61-7.65 (m, 2H), 7.78-7.80 (m, 1H), 7.94 (d, 1H), 8.52-8.54 (m, 1H),10.51 (br. s, 1H). I-1-39 HPLC-MS: logP = 2.99; mass (m/z): 367.0 (M +H)⁺; ¹H-NMR [CD₃CN] 7.02 (d, 1H), 7.44-7.52 (m, 2H), 7.57-7.65 (m, 2H),7.75-7.78 (m, 1H), 7.93-7.94 (m, 1H), 8.31-8.34 (m, 1H), 8.88-8.89 (m,1H), 10.04 (br. s, 1H). I-1-40 HPLC-MS: logP = 2.79; mass (m/z): 333.1(M + H)⁺; ¹H-NMR [CD₃CN] 7.03 (d, 1H), 7.42-7.48 (m, 2H), 7.54-7.61 (m,3H), 7.92 (d, 1H), 7.97-7.99 (m, 1H), 8.58-8.59 (m, 1H), 10.09 (br. s,1H). I-1-41 HPLC-MS: logP = 1.44; mass (m/z): 313.1 (M + H)⁺; ¹H-NMR[CD₃CN] 2.62 (s, 3H), 6.98 (d, 1H), 7.24-7.27 (m, 1H), 7.40-7.47 (m,2H), 7.52-7.54 (m, 1H), 7.58-7.60 (m, 1H), 7.83-7.89 (m, 2H), 8.53-8.55(m, 1H), 9.25 (br. s, 1H). I-1-42 HPLC-MS: logP = 2.48; mass (m/z):367.1 (M + H)⁺; ¹H-NMR [CD₃CN] 6.95 (d, 1H), 7.42-7.47 (m, 2H),7.53-7.54 (m, 1H), 7.59-7.61 (m, 1H), 7.71-7.73 (m, 1H), 7.89 (d, 1H),8.08-8.10 (m, 1H), 8.81-8.82 (m, 1H), 9.35 (br. s, 1H). I-1-43 HPLC-MS:logP = 2.19; mass (m/z): 333.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H),7.38-7.48 (m, 3H), 7.51-7.55 (m, 1H), 7.59-7.62 (m, 1H), 7.89 (d, 1H),7.97-7.99 (m, 1H), 8.48-8.50 (m, 1H), 9.35 (br. s, 1H). I-1-44 HPLC-MS:logP = 2.74; mass (m/z): 368.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H),7.41-7.49 (m, 2H), 7.55-7.62 (m, 2H), 7.92 (d, 1H), 8.90 (s, 2H), 9.84(br. s, 1H). I-1-45 HPLC-MS: logP = 3.05; mass (m/z): 316.1 (M + H)⁺;¹H-NMR [DMSO-D₆] 2.23 (s, 3H), 2.52 (s, 3H), 6.78 (s, 1H), 6.88 (d, 1H),7.45-7.53 (m, 2H), 7.60-7.62 (m, 1H), 7.67-7.69 (m, 1H), 8.05 (d, 1H),10.51 (br. s, 1H). I-1-46 HPLC-MS: logP = 2.96; mass (m/z): 318.0 (M +H)⁺; ¹H-NMR [CD₃CN] 2.53 (s, 3H), 6.92 (d, 1H), 6.99 (d, 1H), 7.40-7.49(m, 3H), 7.54-7.60 (m, 2H), 7.87-7.88 (m, 1H), 8.76 (br. s, 1H). I-1-47HPLC-MS: logP = 3.05; mass (m/z): 430.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.96(d, 1H), 7.25 (d, 1H), 7.40-7.48 (m, 2H), 7.53-7.56 (m, 1H), 7.58-7.61(m, 1H), 7.63-7.64 (m, 1H), 7.88 (d, 1H), 9.08 (br. s, 1H). I-1-48HPLC-MS: logP = 2.46; mass (m/z): 350.0 (M + H)⁺; ¹H-NMR [CD₃CN] 2.38(s, 3H), 3.77 (s, 3H), 6.93 (d, 1H), 7.39-7.47 (m, 2H), 7.53-7.55 (m,1H), 7.58-7.60 (m, 1H), 7.86 (d, 1H), 8.75 (br. s, 1H). I-1-49 HPLC-MS:logP = 2.59; mass (m/z): 370.0 (M + H)⁺; ¹H-NMR [CD₃CN] 3.79 (s, 3H),6.89 (d, 1H), 7.10 (t, 1H), 7.40-7.48 (m, 2H), 7.53-7.56 (m, 1H),7.58-7.61 (m, 1H), 7.87 (d, 1H), 8.62 (br. s, 1H). I-1-50 HPLC-MS: logP= 3.07; mass (m/z): 410.1 (M + H)⁺; ¹H-NMR [CD₃CN] 6.94 (d, 1H),7.36-7.40 (m, 1H), 7.48-7.52 (m, 2H), 7.65-7.83 (m, 6H), 9.22 (br. s,1H). I-1-51 HPLC-MS: logP = 2.83; mass (m/z): 376.0 (M + H)⁺; ¹H-NMR[CD₃CN] 6.97 (d, 1H), 7.36-7.39 (m, 1H), 7.41-7.43 (m, 1H), 7.46-7.52(m, 4H), 7.59-7.61 (m, 1H), 7.76-7.78 (m, 1H), 7.83 (d, 1H), 9.19 (br.s, 1H). I-1-52 HPLC-MS: logP = 2.86; mass (m/z): 419.9 (M + H)⁺; ¹H-NMR[CD₃CN] 6.96 (d, 1H), 7.36-7.40 (m, 2H), 7.45-7.47 (m, 1H), 7.49-7.51(m, 2H), 7.55-7.56 (m, 1H), 7.68-7.69 (m, 1H), 7.76-7.78 (m, 1H), 7.83(d, 1H), 9.17 (br. s, 1H). I-1-53 HPLC-MS: logP = 3.07; mass (m/z):467.9 (M + H)⁺; ¹H-NMR [CD₃CN] 6.96 (d, 1H), 7.19-7.23 (m, 1H),7.35-7.40 (m, 1H), 7.46-7.51 (m, 4H), 7.76-7.78 (m, 1H), 7.84 (d, 1H),7.93-7.95 (m, 1H), 9.19 (br. s, 1H). I-1-54 HPLC-MS: logP = 2.99; mass(m/z): 411.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H), 7.35-7.40 (m, 1H),7.48-7.54 (m, 3H), 7.72-7.79 (m, 2H), 7.86 (d, 1H), 8.28-8.31 (m, 1H),8.85-8.86 (m, 1H), 10.01 (br. s, 1H). I-1-55 HPLC-MS: logP = 2.76; mass(m/z): 377.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.35-7.40 (m, 1H),7.48-7.56 (m, 3H), 7.77-7.79 (m, 1H), 7.86 (d, 1H), 7.96-7.99 (m, 1H),8.58-8.59 (m, 1H), 10.08 (br. s, 1H). I-1-56 HPLC-MS: logP = 2.54; mass(m/z): 411.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.94 (d, 1H), 7.36-7.40 (m, 1H),7.48-7.53 (m, 2H), 7.70-7.73 (m, 1H), 7.76-7.79 (m, 1H), 7.84 (d, 1H),8.08-8.10 (m, 1H), 8.80-8.82 (m, 1H), 9.30 (br. s, 1H). I-1-57 HPLC-MS:logP = 2.37; mass (m/z): 377.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.96 (d, 1H),7.35-7.41 (m, 1H), 7.44-7.47 (m, 1H), 7.49-7.51 (m, 2H), 7.76-7.78 (m,1H), 7.84 (d, 1H), 7.97-8.00 (m, 1H), 8.48-8.50 (m, 1H), 9.34 (br. s,1H). I-1-58 HPLC-MS: logP = 2.63; mass (m/z): 414.0 (M + H)⁺; ¹H-NMR[CD₃CN] 3.79 (s, 3H), 6.88 (d, 1H), 7.11 (t, 1H), 7.35-7.41 (m, 1H),7.49-7.51 (m, 2H), 7.76-7.79 (m, 1H), 7.82 (d, 1H), 8.69 (br. s, 1H).I-1-59 HPLC-MS: logP = 3.00; mass (m/z): 431.9 (M + H)⁺; ¹H-NMR [CD₃CN]3.81 (s, 3H), 6.88 (d, 1H), 7.36-7.41 (m, 1H), 7.49-7.51 (m, 2H),7.76-7.78 (m, 1H), 7.82 (d, 1H), 9.00 (br. s, 1H). I-1-60 HPLC-MS: logP= 3.16; mass (m/z): 362.0 (M + H)⁺; ¹H-NMR [CD₃CN] 2.53 (s, 3H), 6.91(d, 1H), 6.98-6.99 (m, 1H), 7.34-7.38 (m, 1H), 7.48-7.50 (m, 3H),7.75-7.77 (m, 1H), 7.82 (d, 1H), 8.77 (br. s, 1H). I-1-61 see SynthesisExample 2 I-1-62 HPLC-MS: logP = 3.07; mass (m/z): 368.1 (M + H)⁺;¹H-NMR [CD₃CN] 7.02 (d, 1H), 7.20-7.30 (m, 2H), 7.54-7.58 (m, 1H),7.66-7.76 (m, 3H), 7.80-7.82 (m, 1H), 8.03-8.04 (m, 1H), 9.34 (br. s,1H). I-1-63 see Synthesis Example 3 I-1-64 HPLC-MS: logP = 3.02; mass(m/z): 368.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 6.92 (d, 1H), 7.24-7.29 (m, 1H),7.54-7.60 (m, 1H), 7.67-7.71 (m, 2H), 7.74-7.84 (m, 3H), 8.13-8.14 (m,1H), 11.35 (br. s, 1H). I-1-65 HPLC-MS: logP = 3.13; mass (m/z): 368.1(M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.03-7.09 (m, 1H), 7.30-7.36 (m,1H), 7.52-7.57 (m, 1H), 7.66-7.74 (m, 3H), 7.80-7.82 (m, 1H), 8.07-8.08(m, 1H), 9.39 (br. s, 1H). I-1-66 HPLC-MS: logP = 3.02; mass (m/z):334.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.03-7.09 (m, 2H), 7.31-7.36 (m, 1H),7.39-7.60 (m, 5H), 8.07-8.08 (m, 1H), 9.37 (br. s, 1H). I-1-67 HPLC-MS:logP = 3.10; mass (m/z): 426.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.03-7.09 (m,2H), 7.18-7.24 (m, 1H), 7.30-7.36 (m, 1H), 7.45-7.50 (m, 2H), 7.53-7.58(m, 1H), 7.93-7.95 (m, 1H), 8.07-8.09 (m, 1H), 9.30 (br. s, 1H). I-1-68HPLC-MS: logP = 3.29; mass (m/z): 369.0 (M + H)⁺; ¹H-NMR [CD₃CN]7.05-7.10 (m, 2H), 7.31-7.37 (m, 1H), 7.60-7.65 (m, 1H), 7.78-7.79 (m,1H), 8.11 (s, 1H), 8.30-8.32 (m, 1H), 8.92 (br. s, 1H), 10.14 (s, 1H).I-1-69 HPLC-MS: logP = 1.53; mass (m/z): 315.1 (M + H)⁺; ¹H-NMR [CD₃CN]7.04-7.09 (m, 2H), 7.24-7.28 (m, 1H), 7.30-7.37 (m, 1H), 7.54-7.58 (m,1H), 7.83-7.85 (m, 1H), 8.07-8.08 (m, 1H), 8.54-8.56 (m, 1H), 9.33 (br.s, 1H). I-1-70 HPLC-MS: logP = 2.60; mass (m/z): 369.1 (M + H)⁺; ¹H-NMR[CD₃CN] 7.01 (d, 1H), 7.05-7.11 (m, 1H), 7.31-7.37 (m, 1H), 7.53-7.58(m, 1H), 7.70-7.74 (m, 1H), 8.08-8.09 (m, 2H), 8.81-8.82 (m, 1H), 9.47(br. s, 1H). I-1-71 HPLC-MS: logP = 3.24; mass (m/z): 320.0 (M + H)⁺;¹H-NMR [CD₃CN] 2.54 (s, 3H), 6.97-7.00 (m, 2H), 7.03-7.09 (m, 1H),7.30-7.36 (m, 1H), 7.49-7.51 (m, 1H), 7.57-7.62 (m, 1H), 8.05-8.07 (m,1H), 8.83 (br. s, 1H). I-1-72 see Synthesis Example 4 I-1-73 HPLC-MS:logP = 2.60; mass (m/z): 314.1 (M + H)⁺; ¹H-NMR [CD₃CN] 2.40 (s, 3H),6.95-6.96 (m, 1H), 7.24-7.38 (m, 5H), 7.43-7.47 (m, 1H), 7.54-7.61 (m,1H), 7.98-7.99 (m, 1H), 10.94 (br. s, 1H). I-1-74 HPLC-MS: logP = 2.73;mass (m/z): 350.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.15-7.48 (m,3H), 7.49-7.55 (m, 1H), 7.61-7.69 (m, 2H), 7.77-7.81 (m, 3H), 9.37 (br.s, 1H). I-1-75 HPLC-MS: logP = 2.68; mass (m/z): 368.1 (M + H)⁺; ¹H-NMR[CD₃CN] 6.99 (d, 1H), 7.16-7.22 (m, 2H), 7.47-7.54 (m, 1H), 7.65-7.76(m, 4H), 7.80-7.82 (m, 1H), 9.30 (br. s, 1H). I-1-76 HPLC-MS: logP =2.61; mass (m/z): 386.1 (M + H)⁺; ¹H-NMR [CD₃CN] 7.13-7.23 (m, 2H),7.50-7.57 (m, 1H), 7.67-7.77 (m, 3H), 7.82-7.84 (m, 2H), 8.76 (br. s,1H). I-1-77 HPLC-MS: logP = 3.33; mass (m/z): 384.0 (M + H)⁺; ¹H-NMR[CD₃CN] 7.18-7.24 (m, 2H), 7.50-7.60 (m, 4H), 7.65-7.69 (m, 1H),7.73-7.75 (m, 1H), 7.83-7.84 (m, 1H), 10.67 (br. s, 1H). I-1-78 HPLC-MS:logP = 2.92; mass (m/z): 328.1 (M + H)⁺; ¹H-NMR [CD₃CN] 1.22 (t, 3H),2.81 (q, 2H), 7.01 (d, 1H), 7.16-7.21 (m, 2H), 7.25-7.29 (m, 1H),7.33-7.35 (m, 1H), 7.40-7.44 (m, 1H), 7.47-7.54 (m, 2H), 7.74-7.75 (m,1H), 9.07 (br. s, 1H). I-1-79 HPLC-MS: logP = 2.96; mass (m/z): 384.0(M + H)⁺; ¹H-NMR [CD₃CN] 7.00 (d, 1H), 7.15-7.21 (m, 2H), 7.43-7.55 (m,3H), 7.60-7.65 (m, 1H), 7.76-7.80 (m, 2H), 9.21 (br. s, 1H). I-1-80HPLC-MS: logP = 1.95; mass (m/z): 378.0 (M + H)⁺; ¹H-NMR [CD₃CN] 3.31(s, 3H), 6.98 (d, 1H), 7.17-7.22 (m, 2H), 7.49-7.53 (m, 1H), 7.70-7.81(m, 4H), 8.06-8.08 (m, 1H), 9.35 (br. s, 1H). I-1-81 HPLC-MS: logP =2.55; mass (m/z): 334.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.17-7.21(m, 2H), 7.41-7.43 (m, 1H), 7.46-7.44 (m, 3H), 7.60-7.61 (m, 1H), 7.76(d, 1H), 9.20 (br. s, 1H). I-1-82 HPLC-MS: logP = 2.59; mass (m/z):378.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.17-7.21 (m, 2H),7.38-7.40 (m, 1H), 7.45-7.48 (m, 1H), 7.49-7.54 (m, 1H), 7.55-7.57 (m,1H), 7.68-7.69 (m, 1H), 7.76 (d, 1H), 9.18 (br. s, 1H). I-1-83 HPLC-MS:logP = 2.67; mass (m/z): 426.1 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H),7.16-7.23 (m, 3H), 7.46-7.54 (m, 3H), 7.76 (d, 1H), 7.93-7.95 (m, 1H),9.15 (br. s, 1H). I-1-84 HPLC-MS: logP = 2.42; mass (m/z): 336.1 (M +H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H), 7.08-7.13 (m, 2H), 7.17-7.22 (m, 2H),7.48-7.57 (m, 2H), 7.77 (d, 1H), 9.40 (br. s, 1H). I-1-85 HPLC-MS: logP= 2.60; mass (m/z): 352.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.02 (d, 1H),7.20-7.24 (m, 3H), 7.37-7.39 (m, 1H), 7.49-7.54 (m, 2H), 7.80 (d, 1H),9.62 (br. s, 1H). I-1-86 HPLC-MS: logP = 2.20; mass (m/z): 345.0 (M +H)⁺; ¹H-NMR [DMSO-D₆] 6.92 (d, 1H), 7.32-7.41 (m, 2H), 7.56-7.64 (m,1H), 7.71-7.77 (m, 2H), 7.82-7.87 (m, 1H), 8.07 (d, 1H), 8.11-8.13 (m,1H), 11.46 (s, 1H). I-1-87 HPLC-MS: logP = 2.66; mass (m/z): 316.0 (M +H)⁺; ¹H-NMR [DMSO-D₆] 6.95-7.02 (m, 3H), 7.36-7.47 (m, 3H), 7.58-7.65(m, 1H), 8.05-8.08 (m, 2H), 11.02 (s, 1H), 11.89 (s, 1H). I-1-88HPLC-MS: logP = 3.15; mass (m/z): 400.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 6.95(d, 1H), 7.36-7.40 (m, 2H), 7.57-7.68 (m, 3H), 7.74-7.81 (m, 2H),8.07-8.08 (m, 1H), 11.34 (s, 1H). I-1-89 HPLC-MS: logP = 1.66; mass(m/z): 367.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 6.78 (d, 1H), 7.32-7.37 (m, 2H),7.55-7.60 (m, 2H), 7.64-7.71 (m, 3H), 7.98 (d, 1H), 8.13 (s, 1H), 8.88(s, 1H), 11.13 (s, 1H). I-1-90 HPLC-MS: logP = 2.86; mass (m/z): 315.1(M + H)⁺; ¹H-NMR [CD₃CN] 2.74 (s, 3H), 7.06 (d, 1H), 7.17-7.23 (m, 2H),7.45-7.54 (m, 2H), 7.75-7.77 (m, 2H), 8.48-8.50 (m, 1H), 10.47 (br. s,1H). I-1-91 see Synthesis Example 7 I-1-92 HPLC-MS: logP = 2.40; mass(m/z): 335.1 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.20-7.26 (m, 2H),7.50-7.59 (m, 2H), 7.81 (d, 1H), 7.99-8.02 (m, 1H), 8.60-8.62 (m, 1H),10.15 (br. s, 1H). I-1-93 HPLC-MS: logP = 2.68; mass (m/z): 369.1 (M +H)⁺; ¹H-NMR [CD₃CN] 7.03 (d, 1H), 7.17-7.23 (m, 2H), 7.48-7.55 (m, 1H),7.72-7.75 (m, 1H), 7.78 (d, 1H), 8.28-8.30 (m, 1H), 8.85-8.86 (m, 1H),10.04 (br. s, 1H). I-1-94 HPLC-MS: logP = 2.16; mass (m/z): 369.0 (M +H)⁺; ¹H-NMR [CD₃CN] 7.00 (d, 1H), 7.17-7.22 (m, 2H), 7.48-7.55 (m, 1H),7.74-7.78 (m, 2H), 8.91-8.94 (m, 2H), 9.44 (br. s, 1H). I-1-95 HPLC-MS:logP = 1.96; mass (m/z): 335.1 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H),7.17-7.21 (m, 2H), 7.44-7.55 (m, 2H), 7.77 (d, 1H), 7.97-8.00 (m, 1H),8.48-8.50 (m, 1H), 9.36 (br. s, 1H). I-1-96 HPLC-MS: logP = 1.97; mass(m/z): 378.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.00 (d, 1H), 7.16-7.22 (m, 2H),7.46-7.54 (m, 2H), 7.77 (d, 1H), 7.89-7.91 (m, 1H), 8.45-8.46 (m, 1H),9.32 (br. s, 1H). I-1-97 HPLC-MS: logP = 2.16; mass (m/z): 368.1 (M +H)⁺; ¹H-NMR [DMSO-D₆] 6.92 (d, 1H), 7.36-7.41 (m, 2H), 7.57-7.64 (m,1H), 7.77-7.79 (m, 1H), 8.10 (d, 1H), 8.98-9.00 (m, 1H), 9.07 (s, 1H),11.56 (s, 1H). I-1-98 HPLC-MS: logP = 1.73; mass (m/z): 330.1 (M + H)⁺;¹H-NMR [DMSO-D₆] 1.30 (t, 3H), 3.05 (q, 2H), 6.96 (d, 1H), 7.36-7.40 (m,2H), 7.57-7.65 (m, 1H), 7.75 (d, 1H), 8.10 (d, 1H), 9.24-9.26 (m, 1H),11.54 (s, 1H). I-1-99 HPLC-MS: logP = 2.45; mass (m/z): 370.0 (M + H)⁺;¹H-NMR [CD₃CN] 7.02 (d, 1H), 7.16-7.23 (m, 2H), 7.48-7.56 (m, 1H), 7.80(d, 1H), 8.89-8.90 (m, 2H), 9.86 (br. s, 1H). I-1-100 HPLC-MS: logP =2.15; mass (m/z): 336.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.05 (d, 1H), 7.17-7.24(m, 2H), 7.50-7.56 (m, 1H), 7.79 (d, 1H), 8.61-8.63 (m, 2H), 9.92 (br.s, 1H). I-1-101 HPLC-MS: logP = 2.41; mass (m/z): 338.1 (M + H)⁺; ¹H-NMR[DMSO-D₆] 2.01 (s, 3H) 3.02-3.04 (m, 2H), 4.26-4.28 (m, 2H), 6.79 (d,1H), 7.34-7.39 (m, 2H), 7.55-7.61 (m, 1H), 7.99 (d, 1H), 10.40 (s, 1H).I-1-102 HPLC-MS: logP = 2.56; mass (m/z): 391.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 3.23-3.25 (m, 2H), 4.36-4.39 (m, 2H), 6.78 (d, 1H), 7.34-7.40(m, 2H), 7.56-7.63 (m, 1H), 8.03 (d, 1H), 11.38 (s, 1H). I-1-103HPLC-MS: logP = 2.64; mass (m/z): 320.1 (M + H)⁺; ¹H-NMR [CD₃CN] 2.53(s, 3H), 6.95 (d, 1H), 6.98-7.00 (m, 1H), 7.17-7.22 (m, 2H), 7.47-7.54(m, 2H), 7.73 (d, 1H), 8.72 (br. s, 1H). I-1-104 HPLC-MS: logP = 2.96;mass (m/z): 431.8 (M + H)⁺; ¹H-NMR [CD₃CN] 6.96 (d, 1H), 7.18-7.23 (m,2H), 7.26-7.27 (m, 1H), 7.48-7.55 (m, 1H), 7.61-7.63 (m, 1H), 7.76 (d,1H), 9.23 (br. s, 1H). I-1-105 HPLC-MS: logP = 2.76; mass (m/z): 431.9(M + H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H), 7.16-7.22 (m, 2H), 7.25-7.27 (m,1H), 7.47-7.55 (m, 1H), 7.63-7.64 (m, 1H), 7.75 (d, 1H), 9.12 (br. s,1H). I-1-106 HPLC-MS: logP = 2.53; mass (m/z): 355.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 2.43 (s, 3H), 6.92 (d, 1H), 7.29- 7.55 (m, 3H), 7.58-7.65 (m,1H), 8.10 (d, 1H), 11.39 (s, 1H). I-1-107 HPLC-MS: logP = 1.71; mass(m/z): 318.1 (M + H)⁺; ¹H-NMR [CD₃CN] 2.41 (s, 3H), 3.80 (s, 3H), 6.96(d, 1H), 7.16-7.22 (m, 2H), 7.48-7.53 (m, 1H), 7.70 (d, 1H), 7.96 (s,1H), 8.69 (br. s, 1H). I-1-108 HPLC-MS: logP = 2.03; mass (m/z): 430.0(M + H)⁺; ¹H-NMR [DMSO-D₆] 3.89 (s, 3H), 6.91 (d, 1H), 7.35- 7.39 (m,2H), 7.56-7.63 (m, 1H), 8.03 (d, 1H), 8.38 (s, 1H), 10.72 (br. s, 1H).I-1-109 HPLC-MS: logP = 1.77; mass (m/z): 332.1 (M + H)⁺; ¹H-NMR[DMSO-D₆] 2.25 (s, 3H), 2.36 (s, 3H), 3.67 (s, 3H), 6.88 (d, 1H),7.35-7.39 (m, 2H), 7.55-7.63 (m, 1H), 8.00 (d, 1H), 10.22 (br. s, 1H).I-1-110 HPLC-MS: logP = 1.98; mass (m/z): 336.0 (M + H)⁺; ¹H-NMR [CD₃CN]2.36 (s, 3H), 3.65 (s, 3H), 6.93 (d, 1H), 7.15-7.21 (m, 2H), 7.46-7.53(m, 1H), 7.71-7.72 (m, 1H), 8.41 (br. s, 1H). I-1-111 HPLC-MS: logP =2.40; mass (m/z): 340.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 6.93 (d, 1H),7.37-7.41 (m, 3H), 7.58-7.65 (m, 1H), 7.93 (d, 1H), 8.11 (d, 1H), 8.32(t, 1H), 11.57 (s, 1H). I-1-112 HPLC-MS: logP = 2.53; mass (m/z): 390.0(M + H)⁺; ¹H-NMR [DMSO-D₆] 3.85 (s, 3H), 6.87 (d, 1H), 7.36- 7.40 (m,2H), 7.57-7.64 (m, 1H), 8.06 (d, 1H), 11.09 (s, 1H). I-1-113 HPLC-MS:logP = 2.09; mass (m/z): 335.1 (M + H)⁺; ¹H-NMR [CD₃CN] 2.60 (s, 3H),2.64 (s, 3H), 6.93 (d, 1H), 7.15-7.21 (m, 2H), 7.46-7.54 (m, 1H),7.73-7.74 (m, 1H), 8.91 (br. s, 1H). I-1-114 HPLC-MS: logP = 2.58; mass(m/z): 389.1 (M + H)⁺; ¹H-NMR [CD₃CN] 2.73 (s, 3H), 6.92-6.93 (m, 1H),7.17-7.22 (m, 2H), 7.48-7.55 (m, 1H), 7.75-7.76 (m, 1H), 9.42 (br. s,1H). I-1-115 HPLC-MS: logP = 3.33; mass (m/z): 374.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 6.92 (d, 1H), 7.37-7.42 (m, 2H), 7.58-7.65 (m, 1H), 8.12 (d,1H), 11.65 (s, 1H). I-1-116 HPLC-MS: logP = 2.53; mass (m/z): 306.1 (M +H)⁺; ¹H-NMR [DMSO-D₆] 2.55 (s, 3H) 6.92 (d, 1H), 7.36- 7.42 (m, 2H),7.58-7.66 (m, 1H), 8.12 (d, 1H), 11.79 (s, 1H). I-1-117 see SynthesisExample 5 I-1-118 HPLC-MS: logP = 3.36; mass (m/z): 366.0 (M + H)⁺;¹H-NMR [CD₃CN] 7.00 (d, 1H), 7.41-7.44 (m, 2H), 7.46-7.52 (m, 2H),7.56-7.60 (m, 3H), 7.95 (d, 1H), 9.27 (br. s, 1H). I-1-119 HPLC-MS: logP= 3.40; mass (m/z): 409.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.00 (d, 1H),7.38-7.48 (m, 3H), 7.55-7.58 (m, 2H), 7.60-7.61 (m, 1H), 7.68-7.70 (m,1H), 7.95 (d, 1H), 9.22 (br. s, 1H). I-1-120 HPLC-MS: logP = 3.05; mass(m/z): 399.9 (M + H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H), 7.46-7.50 (m, 1H),7.56-7.58 (m, 1H), 7.65-7.74 (m, 1H), 7.80-7.82 (m, 1H), 9.30 (br. s,1H). I-1-121 HPLC-MS: logP = 2.84; mass (m/z): 366.0 (M + H)⁺; ¹H-NMR[CD₃CN] 7.00 (d, 1H), 7.40-7.52 (m, 4H), 7.56-7.61 (m, 3H), 7.66 (d,1H), 9.25 (br. s, 1H). I-1-122 HPLC-MS: logP = 2.88; mass (m/z): 410.0(M + H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H), 7.38-7.41 (m, 1H), 7.44-7.50 (m,2H), 7.55-7.58 (m, 3H), 7.66-7.69 (m, 2H), 9.18 (br. s, 1H). I-1-123 seeSynthesis Example 8 I-1-124 HPLC-MS: logP = 2.57; mass (m/z): 401.0 (M +H)⁺; ¹H-NMR [CD₃CN] 6.97 (d, 1H), 7.47-7.51 (m, 1H), 7.57-7.59 (m, 2H),7.67 (d, 1H), 7.70-7.73 (m, 1H), 8.08-8.10 (m, 1H), 8.80-8.82 (m, 1H),9.36 (br. s, 1H). I-1-125 HPLC-MS: logP = 2.46; mass (m/z): 343.0 (M +H)⁺; ¹H-NMR [DMSO-D₆] 6.96 (d, 1H), 7.39-7.55 (m, 4H), 7.61-7.65 (m,1H), 7.79-7.86 (m, 2H), 8.00-8.03 (m, 1H), 8.24-8.26 (m, 1H), 11.26 (s,1H). I-1-126 HPLC-MS: logP = 1.96; mass (m/z): 376.1 (M + H)⁺; ¹H-NMR[DMSO-D₆] 2.54 (s, 3H), 6.88 (d, 1H), 7.43- 7.65 (m, 5H), 7.72-7.77 (m,1H), 7.86-7.90 (m, 1H), 8.05 (d, 1H), 8.10-8.12 (m, 1H), 11.20 (s, 1H).I-1-127 HPLC-MS: logP = 2.36; mass (m/z): 343.0 (M + H)⁺; ¹H-NMR [CD₃CN]7.00 (d, 1H), 7.24-7.26 (m, 1H), 7.38-7.41 (m, 1H), 7.46-7.48 (m, 1H),7.56-7.57 (m, 1H), 7.69-7.70 (m, 1H), 7.77-7.79 (m, 1H), 7.88- 7.90 (m,1H), 8.41-8.42 (m, 1H), 8.52 (d, 1H), 9.24 (br. s, 1H). I-1-128 HPLC-MS:logP = 2.24; mass (m/z): 351.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.03 (d, 1H),7.33-7.37 (m, 1H), 7.60-7.77 (m, 5H), 8.27-8.30 (m, 2H), 9.53 (br. s,1H). I-1-129 HPLC-MS: logP = 2.05; mass (m/z): 317.0 (M + H)⁺; ¹H-NMR[CD₃CN] 7.06 (d, 1H), 7.34-7.38 (m, 2H), 7.40-7.47 (m, 2H), 7.55-7.57(m, 1H), 7.69-7.74 (m, 1H), 8.28-8.31 (m, 2H), 9.54 (br. s, 1H). I-1-130HPLC-MS: logP = 2.12; mass (m/z): 361.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.05(d, 1H), 7.32-7.42 (m, 3H), 7.50-7.53 (m, 1H), 7.62-7.64 (m, 1H),7.69-7.74 (m, 1H), 8.28-8.31 (m, 2H), 9.45 (br. s, 1H). I-1-131 HPLC-MS:logP = 2.22; mass (m/z): 409.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.05 (d, 1H),7.15-7.20 (m, 1H), 7.34-7.38 (m, 1H), 7.42-7.49 (m, 2H), 7.70-7.75 (m,1H), 7.90-7.92 (m, 1H), 8.29-8.31 (m, 2H), 9.40 (br. s, 1H). I-1-132HPLC-MS: logP = 1.99; mass (m/z): 319.0 (M + H)⁺; ¹H-NMR [CD₃CN]7.03-7.07 (m, 3H), 7.35-7.39 (m, 1H), 7.45-7.52 (m, 1H), 7.70-7.75 (m,1H), 8.28-8.31 (m, 2H), 9.62 (br. s, 1H). I-1-133 HPLC-MS: logP = 1.83;mass (m/z): 352.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H), 7.36-7.40 (m,1H), 7.69-7.75 (m, 2H), 8.07-8.09 (m, 1H), 8.30-8.31 (m, 2H), 8.79-8.80(m, 1H), 9.52 (br. s, 1H). I-1-134 HPLC-MS: logP = 2.93; mass (m/z):525.1 (M + H)⁺; ¹H-NMR [CD₃CN] 6.61 (d, 1H), 7.40-7.45 (m, 1H),7.62-7.65 (m, 2H), 7.70-7.75 (m, 1H), 8.07-8.09 (m, 2H), 8.21 (d, 1H),8.26-8.28 (m, 1H), 8.73-8.81 (m, 2H). I-1-135 HPLC-MS: logP = 2.41; mass(m/z): 367.0 (M + H)⁺; ¹H-NMR [CD₃CN] 6.99 (d, 1H), 7.37-7.43 (m, 1H),7.63-7.72 (m, 3H), 7.78-7.80 (m, 1H), 7.98-8.01 (m, 1H), 8.10 (d, 1H),8.43-8.45 (m, 1H), 9.44 (br. s, 1H). I-1-136 HPLC-MS: logP = 2.21; mass(m/z): 333.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.38-7.51 (m, 4H),7.58-7.60 (m, 1H), 7.99-8.02 (m, 1H), 8.10 (d, 1H), 8.44-8.45 (m, 1H),9.31 (br. s, 1H). I-1-137 HPLC-MS: logP = 2.23; mass (m/z): 376.9 (M +H)⁺; ¹H-NMR [DMSO-D₆] 6.95 (d, 1H), 7.38-7.42 (m, 1H), 7.45-7.49 (m,1H), 7.52-7.55 (m, 2H), 7.68-7.70 (m, 1H), 8.19-8.22 (m, 1H), 8.26 (d,1H), 8.52- 8.53 (m, 1H), 11.28 (br. s, 1H). I-1-138 HPLC-MS: logP =2.36; mass (m/z): 424.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.01 (d, 1H), 7.18-7.22(m, 1H), 7.38-7.41 (m, 1H), 7.45-7.51 (m, 2H), 7.92-7.94 (m, 1H),8.00-8.02 (m, 1H), 8.11 (d, 1H), 8.44-8.46 (m, 1H), 9.29 (br. s, 1H).I-1-139 see Synthesis Example 11 I-1-140 HPLC-MS: logP = 2.48; mass(m/z): 369.1 (M + H)⁺; ¹H-NMR [CD₃CN] 7.03 (d, 1H), 7.62-7.70 (m, 4H),7.77-7.79 (m, 1H), 8.20 (d, 1H), 8.25 (d, 1H), 9.47 (br. s, 1H). I-1-141HPLC-MS: logP = 2.72; mass (m/z): 495.0 (M + H)⁺; ¹H-NMR [CD₃CN]7.70-7.91 (m, 5H), 8.30 (s, 1H), 8.37 (s, 1H), 8.65 (br. s, 1H). I-1-142HPLC-MS: logP = 2.97; mass (m/z): 411.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 2.31(s, 3H), 6.67 (d, 1H), 7.59- 7.70 (m, 3H), 7.76-7.78 (m, 1H), 8.25-8.30(m, 1H), 8.38 (d, 1H), 8.49 (d, 1H). I-1-143 HPLC-MS: logP = 2.32; mass(m/z): 335.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.06 (d, 1H), 7.34-7.38 (m, 1H),7.40-7.47 (m, 2H), 7.54-7.56 (m, 1H), 7.62-7.67 (m, 1H), 8.21 (d, 1H),8.25 (d, 1H), 9.55 (br. s, 1H). I-1-144 HPLC-MS: logP = 2.36; mass(m/z): 378.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.05 (d, 1H), 7.34-7.38 (m, 1H),7.41-7.45 (m, 1H), 7.52-7.54 (m, 1H), 7.64-7.69 (m, 2H), 8.21 (d, 1H),8.26 (d, 1H), 9.42 (br. s, 1H). I-1-145 HPLC-MS: logP = 2.45; mass(m/z): 426.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.05 (d, 1H), 7.15-7.19 (m, 1H),7.42-7.48 (m, 2H), 7.64-7.69 (m, 1H), 7.89-7.91 (m, 1H), 8.22 (d, 1H),8.26 (d, 1H), 9.42 (br. s, 1H). I-1-146 see Synthesis Example 9 I-1-147HPLC-MS: logP = 2.00; mass (m/z): 346.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 6.98(d, 1H), 7.72-7.77 (m, 2H), 7.83-7.87 (m, 1H), 8.12-8.14 (m, 1H),8.23-8.28 (m, 1H), 8.36-8.37 (m, 1H), 8.48 (d, 1H), 11.58 (s, 1H).I-1-148 HPLC-MS: logP = 2.48; mass (m/z): 317.1 (M + H)⁺; ¹H-NMR[DMSO-D₆] 6.96-7.03 (m, 3H), 7.44-7.48 (m, 1H), 8.06-8.09 (m, 1H),8.25-8.30 (m, 1H), 8.35-8.36 (m, 1H), 8.49 (d, 1H), 11.08 (s, 1H), 11.89(s, 1H). I-1-149 HPLC-MS: logP = 2.98; mass (m/z): 401.0 (M + H)⁺;¹H-NMR [DMSO-D₆] 6.95 (d, 1H), 7.62-7.68 (m, 2H), 7.75-7.81 (m, 2H),8.23-8.29 (m, 1H), 8.36 (d, 1H), 8.48-8.49 (m, 1H), 11.46 (s, 1H).I-1-150 HPLC-MS: logP = 1.47; mass (m/z): 368.1 (M + H)⁺; ¹H-NMR[DMSO-D₆] 6.84 (d, 1H), 7.58-7.60 (m, 1H), 7.65-7.70 (m, 3H), 8.11 (s,1H), 8.19-8.27 (m, 2H), 8.44 (d, 1H), 8.88 (s, 1H), 11.22 (s, 1H).I-1-151 HPLC-MS: logP = 2.02; mass (m/z): 370.1 (M + H)⁺; ¹H-NMR [CD₃CN]6.99-7.02 (m, 1H), 7.65-7.73 (m, 2H), 8.08-8.10 (m, 1H), 8.22-8.28 (m,2H), 8.80-8.82 (m, 1H), 9.44 (br. s, 1H). I-1-152 HPLC-MS: logP = 1.72;mass (m/z): 336.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.04 (d, 1H), 7.43-7.46 (m,1H), 7.65-7.70 (m, 1H), 7.97-7.99 (m, 1H), 8.22 (d, 1H), 8.27 (d, 1H),8.48-8.49 (m, 1H), 9.40 (br. s, 1H). I-1-153 HPLC-MS: logP = 1.96; mass(m/z): 369.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 6.97 (d, 1H), 7.77 (d, 1H),8.24- 8.29 (m, 1H), 8.37-8.38 (m, 1H), 8.49 (d, 1H), 8.99 (d, 1H), 9.07(s, 1H), 11.70 (s, 1H). I-1-154 HPLC-MS: logP = 2.00; mass (m/z): 370.1(M + H)⁺; ¹H-NMR [DMSO-D₆] 6.99 (d, 1H), 8.24-8.30 (m, 1H), 8.40-8.41(m, 1H), 8.49 (d, 1H), 9.39 (s, 1H), 9.56 (s, 1H), 11.80 (s, 1H).I-1-155 HPLC-MS: logP = 2.35; mass (m/z): 392.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 3.23-3.26 (m, 2H), 4.37-4.39 (m, 2H), 6.83 (d, 1H), 8.23-8.29(m, 1H), 8.32 (d, 1H), 8.47 (d, 1H), 11.51 (s, 1H). I-1-156 HPLC-MS:logP = 2.31; mass (m/z): 371.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 3.70 (s, 3H),6.95 (d, 1H), 7.40 (d, 1H), 7.85 (d, 1H), 8.22-8.29 (m, 2H), 8.47 (d,1H), 10.71 (s, 1H). I-1-157 HPLC-MS: logP = 2.33; mass (m/z): 356.0 (M +H)⁺; ¹H-NMR [DMSO-D₆] 2.42 (s, 3H), 6.96 (d, 1H), 7.42 (t, 1H),8.24-8.30 (m, 1H), 8.37 (d, 1H), 8.48-8.49 (m, 1H), 11.51 (s, 1H).I-1-158 HPLC-MS: logP = 2.36; mass (m/z): 391.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 3.86 (s, 3H), 6.92 (d, 1H), 8.24- 8.29 (m, 1H), 8.35 (d, 1H),8.47-8.48 (m, 1H), 11.21 (s, 1H). I-1-159 HPLC-MS: logP = 3.06; mass(m/z): 375.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 6.96 (d, 1H), 8.25-8.30 (m, 1H),8.39 (d, 1H), 8.49 (d, 1H), 11.78 (s, 1H). I-1-160 HPLC-MS: logP = 1.91;mass (m/z): 323.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 2.83 (s, 3H), 6.99 (d, 1H),8.25- 8.30 (m, 1H), 8.37-8.38 (m, 1H), 8.49 (d, 1H), 11.82 (s, 1H).I-1-161 HPLC-MS: logP = 2.75; mass (m/z): 426.9 (M + H)⁺; ¹H-NMR [CD₃CN]7.08 (d, 1H), 7.20-7.25 (m, 1H), 7.41-7.50 (m, 2H), 7.93-7.98 (m, 2H),8.06-8.11 (m, 1H), 8.16-8.17 (m, 1H), 9.31 (s, 1H). I-1-162 HPLC-MS:logP = 2.78; mass (m/z): 387.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.00 (d, 1H),7.68-7.72 (m, 2H), 7.75-7.77 (m, 1H), 7.82-7.84 (m, 1H), 8.33 (d, 1H),8.55-8.61 (m, 1H), 11.51 (s, 1H). I-1-163 HPLC-MS: logP = 2.64; mass(m/z): 353.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.02 (d, 1H), 7.41-7.58 (m, 4H),8.33 (d, 1H), 8.55-8.61 (m, 1H), 11.43 (s, 1H). I-1-164 see SynthesisExample 10 I-1-165 HPLC-MS: logP = 3.04; mass (m/z): 445.0 (M + H)⁺;¹H-NMR [DMSO-D₆] 7.02 (d, 1H), 7.18-7.24 (m, 1H), 7.46-7.50 (m, 2H),7.90-7.92 (m, 1H), 8.32 (d, 1H), 8.55-8.61 (m, 1H), 11.35 (s, 1H).I-1-166 HPLC-MS: logP = 2.51; mass (m/z): 355.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 7.01 (d, 1H), 7.18-7.25 (m, 2H), 7.54-7.62 (m, 1H), 8.35 (d,1H), 8.56-8.62 (m, 1H), 11.74 (s, 1H). I-1-167 HPLC-MS: logP = 3.88;mass (m/z): 388.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.00 (d, 1H), 7.80-7.84 (m,1H), 8.00-8.01 (m, 1H), 8.19-8.22 (m, 1H), 8.34-8.35 (m, 1H), 8.39-8.45(m, 1H), 8.56-8.62 (m, 1H), 8.84 (d, 1H), 11.68 (s, 1H). I-1-168HPLC-MS: logP = 1.72; mass (m/z): 344.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.02(d, 1H), 7.42-7.58 (m, 4H), 7.70-7.75 (m, 1H), 8.64 (d, 1H), 8.84 (d,2H), 11.44 (br. s, 1H). I-1-169 see Synthesis Example 12 I-1-170HPLC-MS: logP = 2.46; mass (m/z): 379.9 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.14(d, 1H), 7.33-7.50 (m, 2H), 7.54-7.57 (m, 1H), 7.69-7.71 (m, 1H),8.64-8.67 (m, 2H), 11.59 (s, 1H). I-1-171 HPLC-MS: logP = 2.29; mass(m/z): 338.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.12 (d, 1H), 7.20-7.26 (m, 2H),7.55-7.63 (m, 1H), 8.66-8.69 (m, 2H), 11.91 (s, 1H). I-1-173 HPLC-MS:logP = 2.24; mass (m/z): 352.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.06 (d, 1H),7.69-7.72 (m, 2H), 7.75-7.77 (m, 1H), 7.82-7.84 (m, 1H), 8.30-8.33 (m,1H), 8.51 (d, 1H), 8.53-8.56 (m, 1H), 11.57 (s, 1H). I-1-174 seeSynthesis Example 10 d I-1-175 HPLC-MS: logP = 2.09; mass (m/z): 362.0(M + H)⁺; ¹H-NMR [DMSO-D₆] 7.08 (d, 1H), 7.39-7.43 (m, 1H), 7.46-7.49(m, 1H), 7.54-7.56 (m, 1H), 7.69-7.71 (m, 1H), 8.30-8.31 (m, 1H), 8.51(d, 1H), 8.54- 8.55 (m, 1H), 11.47 (s, 1H). I-1-176 HPLC-MS: logP =2.18; mass (m/z): 409.9 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.08 (d, 1H),7.20-7.25 (m, 1H), 7.47-7.51 (m, 2H), 7.91-7.93 (m, 1H), 8.30-8.31 (m,1H), 8.51 (d, 1H), 8.54-8.55 (m, 1H), 11.41 (s, 1H). I-1-177 HPLC-MS:logP = 1.94; mass (m/z): 320.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.06 (d, 1H),7.20-7.25 (m, 2H), 7.54-7.62 (m, 1H), 8.31-8.32 (m, 1H), 8.53-8.56 (m,2H), 11.80 (s, 1H). I-1-178 HPLC-MS: logP = 1.77; mass (m/z): 353.0 (M +H)⁺; ¹H-NMR [DMSO-D₆] 7.06 (d, 1H), 7.81-7.84 (m, 1H), 8.20-8.22 (m,1H), 8.31-8.32 (m, 1H), 8.53-8.56 (m, 1H), 8.84-8.85 (m, 1H), 11.74 (s,1H). I-1-179: HPLC-MS: logP = 2.13; mass (m/z): 410.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.261(2.7); 8.123(1.6); 8.119(1.7);8.103(1.9); 8.099(1.9); 8.057(3.3); 8.051(3.2); 7.901(0.7); 7.897(0.8);7.881(1.7); 7.878(1.6); 7.862(2.3); 7.859(2.4); 7.841(1.7); 7.808(0.5);7.790(1.5); 7.771(1.3); 7.766(1.5); 7.763 (1.3); 7.746(1.8); 7.743(1.8);7.732(1.2); 7.727(1.2); 7.724(1.0); 7.713(1.5); 7.705(1.9); 7.694(0.6);7.686(1.2); 7.656(2.0); 7.653(1.9); 7.636(1.8); 7.633(1.6); 6.861(3.5);6.855(3.5); 3.456(16.0); 3.324(82.6); 2.675(0.4); 2.670(0.5);2.666(0.4); 2.540(55.9); 2.523(1.6); 2.510(30.5); 2.506(59.9);2.501(77.4); 2.496(54.9); 2.492(25.8); 2.332(0.4); 2.328(0.5);2.323(0.4); 2.074(0.5); 0.008(0.6); 0.000(15.6); −0.009(0.5) I-1-180:HPLC-MS: logP = 2.00; mass (m/z): 411.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.337(2.8); 8.938(1.5); 8.928(1.5); 8.390(1.5);8.372(1.6); 8.129(1.6); 8.125(1.7); 8.109(1.9); 8.105(1.9); 8.074(3.3);8.067(3.2); 7.908(0.7); 7.904(0.8); 7.889(1.7); 7.885(1.7); 7.870(1.2);7.866(1.1); 7.821(1.0); 7.808 (1.1); 7.801(1.0); 7.789(1.0); 7.776(1.2);7.773(1.3); 7.757(1.7); 7.754(1.8); 7.738(0.9); 7.735(0.8); 7.669(2.0);7.667(2.0); 7.650(1.8); 7.647(1.7); 6.871(3.5); 6.865(3.5); 3.461(16.0);3.332(224.0); 2.995(0.4); 2.711(0.6); 2.675(0.5); 2.671(0.6);2.666(0.5); 2.541(149.2); 2.524(1.9); 2.519(2.9); 2.511(34.6);2.506(68.5); 2.502(8 9.3); 2.497(64.4); 2.493(31.2); 2.367(0.6);2.333(0.4); 2.329(0.6); 2.324(0.4); 2.074(1.0); 0.008(0.4); 0.000(9.8)I-1-181: HPLC-MS: logP = 1.86; mass (m/z): 378.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.465(2.7); 8.125(1.6); 8.122(1.7); 8.106(1.9);8.102(1.9); 8.075(3.2); 8.069(3.2); 7.907(0.7); 7.903(0.8); 7.887(1.7);7.884(1.7); 7.868(1.2); 7.864(1.2); 7.776(1.2); 7.773(1.3); 7.756(1.7);7.754(1.8); 7.737(0.9); 7.734 (0.8); 7.658(2.0); 7.656(2.0); 7.639(1.8);7.636(1.7); 7.631(0.5); 7.614(0.7); 7.609(0.7); 7.593(1.3); 7.576(0.7);7.572(0.8); 7.555(0.4); 7.274(0.5); 7.268(2.3); 7.248(3.3); 7.227(2.0);7.220(0.4); 6.870(3.5); 6.864(3.5); 3.456(16.0); 3.367(0.7);3.334(243.8); 3.303(0.7); 3.289(0.3); 2.995(0.5); 2.711(0.6);2.675(0.4); 2.671(0.5); 2.666(0.4); 2.541(168.5); 2.524(2.6);2.511(32.7); 2.506(63.5); 2.502(82.5); 2.497(60.3); 2.493(30.1);2.368(0.6); 2.333(0.4); 2.328(0.5); 2.324(0.4); 2.074(0.7); 0.000(1.9)I-1-182: HPLC-MS: logP = 2.00; mass (m/z): 422.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.188(2.9); 8.121(1.7); 8.118(1.8); 8.101(1.9);8.098(1.9); 8.056(3.3); 8.050(3.3); 7.900(0.8); 7.896(0.8); 7.881(1.7);7.877(1.7); 7.862(1.2); 7.858(1.1); 7.764(1.2); 7.761(1.3); 7.744(1.8);7.741(1.9); 7.725(2.6); 7.707 (2.1); 7.705(2.0); 7.651(2.0); 7.648(2.0);7.631(1.8); 7.629(1.6); 7.566(1.1); 7.561(1.3); 7.547(2.1); 7.543(2.1);7.512(1.0); 7.509(1.1); 7.493(2.0); 7.490(1.9); 7.475(1.0); 7.472(0.9);7.442(1.3); 7.437(1.3); 7.423(1.5); 7.418(1.5); 7.404(0.7); 7.399(0.7);6.882(3.5); 6.876(3.5); 3.475(16.0); 3.327(122.0); 2.675(0.3);2.670(0.5); 2.666(0.3); 2.541(54.6); 2.524(1.5); 2.519(2.3);2.510(28.0); 2.506(55.8); 2.501(72.8); 2.497(52.0); 2.492(24.5);2.332(0.3); 2.328(0.5); 2.323(0.3); 2.074(0.5); 0.000(6.9) I-1-183:HPLC-MS: logP = 2.64; mass (m/z): 384.9 (M + H)⁺; ¹H-NMR [DMSO-D₆]6.93(d, 1H), 7.67-7.84(m, 4H). 8.20(d, 1H), 8.40-8.42(m, 1H),8.61-8.62(m, 1H), 11.37(s, 1H). I-1-184: HPLC-MS: logP = 2.10; mass(m/z): 468.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.129(3.2);8.122(1.8); 8.118(1.8); 8.102(2.0); 8.099(2.0); 8.055(3.3); 8.048(3.3);7.945(2.2); 7.925(2.5); 7.900(0.8); 7.896(0.8); 7.881(1.8); 7.877(1.7);7.861(1.3); 7.858(1.1); 7.763(1.3); 7.760(1.3); 7.743(2.0); 7.741 (2.0);7.724(0.9); 7.721(0.9); 7.656(2.2); 7.637(1.9); 7.522(0.5); 7.503(1.8);7.485(4.3); 7.471(0.7); 7.251(1.0); 7.244(1.0); 7.234(1.1); 7.231(1.2);7.224(1.0); 7.215(0.9); 7.208(0.8); 6.880(3.4); 6.874(3.4); 3.482(16.0);3.335(303.3); 2.675(0.5); 2.671(0.6); 2.666(0.5); 2.541(52.4);2.524(2.5); 2.511(38.8); 2.506(74.3); 2.502(95.3); 2.497(68.5);2.493(33.2); 2.333(0.5); 2.329(0.6); 2.324(0.4); 2.074(0.8); 0.000(2.6)I-1-185: HPLC-MS: logP = 2.16; mass (m/z): 364.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 10.164(2.5); 8.315(0.6); 7.941(1.2); 7.938(1.2);7.921(1.4); 7.918(1.4); 7.901(2.0); 7.895(1.9); 7.860(0.5); 7.841(1.3);7.822(0.9); 7.730(0.9); 7.711(1.3); 7.691(0.5); 7.644(1.6); 7.624(1.3);6.857(3.0); 6.850(3.0); 5.756 (0.5); 3.667(14.4); 3.321(243.6);2.689(0.7); 2.680(0.7); 2.675(1.5); 2.670(2.1); 2.666(1.4); 2.661(0.7);2.524 (6.3); 2.519(10.2); 2.510(112.4); 2.506(224.0); 2.501(294.8);2.497(210.2); 2.492(98.1); 2.360(15.9); 2.337(0.8); 2.333(1.5);2.328(2.0); 2.324(1.4); 2.319(0.7); 2.258(16.0); 1.259(0.5); 1.235(0.4);0.146(0.7); 0.008(6.5); 0.000(180.4); −0.009(5.4); −0.150(0.7) I-1-186:HPLC-MS: logP = 2.96; mass (m/z): 411.9 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.178(12.3); 7.967(10.7); 7.961(10.7); 7.945(6.5);7.927(7.4); 7.925(7.5); 7.868(2.8); 7.866(2.8); 7.848(6.7) 7.829(4.5);7.740(4.7); 7.721(7.0); 7.699(9.7); 7.696(8.7); 7.679(9.4); 7.676(9.2);7.655(8.3); 7.635(6.8); 7.5; 47(5.6); 7.542(6.3); 7.528(9.4);7.524(9.6); 7.482(4.4); 7.479(4.7); 7.463(9.2); 7.460(8.8); 7.445(5.1);7.442 (4.7); 7.430(0.3); 7.427(0.3); 7.416(6.1); 7.411(6.1); 7.396(7.1);7.392(7.0); 7.377(3.4); 7.373(3.1); 6.917(16.0); 6.910(15.8);5.756(9.8); 4.038(0.7); 4.020(0.7); 3.325(108.8); 2.675(0.6);2.670(0.8); 2.666(0.6); 2.524(2.6); 2.510(44.5); 2.506(89.2);2.501(117.8); 2.497(85.2); 2.492(40.8); 2.333(0.6); 2.328(0.8);2.323(0.6); 1.989(3.2); 1.397(2.1); 1.336(1.4); 1.299(0.4); 1.259(0.6);1.250(1.8); 1.235(0.6); 1.192(0.9); 1.175(1.8); 1.159(0.7); 1.157(1.0);0.991(0.6); 0.008(2.1); 0.000(59.3); −0.009(1.9) I-1-187: HPLC-MS: logP= 3.41; mass (m/z): 411.9 (M + H)⁺; ¹H-NMR(601.6 MHz, CD₃CN): δ =9.253(3.0); 9.237(0.9); 7.894(11.2); 7.889(11.3); 7.685(6.3);7.684(6.5); 7.672(7.6); 7.669(13.4); 7.665(12.6); 7.624(0.4);7.623(0.4); 7.612(0.5); 7.610(0.5); 7.553(5.4); 7.550(5.7); 7.541(7.1);7.538(7.4); 7.532(0.4); 7.520(9.4); 7.506(16.0); 7.470(10.6);7.468(5.7); 7.466(13.4); 7.456(13.7); 7.454(9.0); 7.452(6.7);7.443(4.4); 7.441(4.2); 7.415(0.5); 7.413(0.5); 7.400(5.0); 7.397(4.9);7.387(5.8); 7.384(5.7); 7.374(3.3); 7.371(3.2); 7.302 (0.4); 7.277(0.4);6.987(12.3); 6.983(12.1); 2.185(0.7); 2.183(0.9); 2.174(405.2);2.056(0.4); 2.052(0.6); 2.048(0.4); 1.973(1.1); 1.966(3.4); 1.958(2.7);1.954(3.3); 1.950(35.9); 1.946(67.5); 1.942(102.0); 1.938(69.7);1.934(34.2); 1.929(1.0); 1.925(0.4); 1.831(0.4); 1.827(0.6); 1.823(0.4);1.436(14.3); 1.268(0.4); 1.216(1.3); 1.204(2.5); 1.192(1.2); 1.029(1.1);1.017(2.2); 1.005(1.1); 0.005(0.8); 0.000(27.7); −0.006(0.7) I-1-188:HPLC-MS: log P = 3.38; mass (m/z): 366.0 (M + H)⁺; ¹H-NMR(601.6 MHz,CD₃CN): δ = 9.307(3.0); 9.242(0.4); 7.891(11.4); 7.886(11.5);7.663(11.7); 7.660(12.1); 7.590(5.4); 7.588(5.6); 7.578(6.5);7.575(6.6); 7.514(9.2); 7.509(3.8); 7.507(4.4); 7.500(16.0); 7.496(8.8);7.494(8.8); 7.482(4.6); 7.479(4.6); 7.470(6.7); 7.465(12.1); 7.462(9.7);7.456(3.8); 7.454(3.8); 7.451(5.9); 7.447(5.7); 7.443(0.5); 7.441(0.4);7.421(5.2); 7.419(5.1); 7.409(7.1); 7.407(6.9); 7.402(0.6); 7.396(3.1);7.394(3.0); 7.390(0.4); 7.386(0.4); 6.990(12.1); 6.986(12.0);5.449(8.5); 2.189(0.5); 2.177(268.1); 2.052(0.4); 1.973(1.0);1.966(2.3); 1.958(1.8); 1.954(2.3); 1.950(24.2); 1.946(44.6);1.942(67.1); 1.938(46.0); 1.934(22.7); 1.929(0.6); 1.827(0.4);1.435(1.7); 1.266(0.4); 1.215(0.4); 1.210(0.7); 1.203(0.6); 1.198(1.4);1.191(0.3); 1.186(0.7); 1.024(0.7); 1.012(1.4); 1.000(0.7); 0.005(0.5);0.000(17.8); −0.006(0.5) I-1-189: HPLC-MS: log P = 3.01; mass (m/z):334.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.336(3.6); 8.042(7.0);8.036(12.5); 8.030(7.0); 7.598(6.8); 7.596(6.9); 7.580(10.1);7.576(11.3); 7.567(3.0); 7.559(6.2); 7.543(2.7); 7.539(4.2); 7.534(2.6);7.516(2.9); 7.512(4.1); 7.496(12.1); 7.492(16.0); 7.487(8.4);7.473(10.4); 7.469(9.4); 7.453(4.5); 7.449(4.1); 7.429(8.0); 7.424(7.2);7.410(8.8); 7.406(8.5); 7.392(4.1); 7.388(3.8); 7.294(1.5); 7.280(2.0);7.273(4.9); 7.270(5.0); 7.262(5.7); 7.259(6.1); 7.254(13.3); 7.246(4.5);7.238 (8.6); 7.232(4.9); 7.225(2.3); 7.221(4.3); 7.216(4.5); 7.200(1.6);7.195(1.3); 7.042(12.4); 7.035(12.2); 5.447(1.9); 2.155(42.5);1.964(1.9); 1.958(2.5); 1.952(17.5); 1.946(32.4); 1.940(45.1);1.934(31.1); 1.927(16.0); 1.376(0.5); 1.372(1.2); 1.339(0.5);1.284(0.7); 1.276(1.4); 1.263(0.6); 0.008(1.6); 0.000(42.7); −0.009(1.3)I-1-190: HPLC-MS: log P = 3.09; mass (m/z): 425.9 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.255(8.9); 8.316(1.2); 8.233(4.7); 8.226(8.6);8.220(4.6); 8.202(0.4); 8.196(0.3); 7.927(6.7); 7.907(7.5); 7.612(2.3);7.595(3.8); 7.591(4.0); 7.574(2.6); 7.503(1.2); 7.483(6.9); 7.476(9.7);7.469(16.0); 7.458(4.5); 7.441(2.3); 7.437(2.8); 7.433(2.8); 7.415(1.7);7.411(1.6); 7.392(1.8); 7.388(1.9); 7.372(3.3); 7.367(2.8); 7.357(2.5);7.353(2.9); 7.336(0.9); 7.332(1.0); 7.250(0.5); 7.237(3.0); 7.230(3.1);7.222(3.1); 7.217(3.7); 7.215(3.6); 7.210(2.9); 7.203(2.7); 7.195(2.3);6.989(9.2); 6.983(8.9); 4.027(0.3); 4.008(0.3); 3.322(248.2);2.943(0.5); 2.675(2.7); 2.671(3.6); 2.666(2.7); 2.607(0.4); 2.541(3.1);2.506(397.8); 2.502(510.3); 2.497(379.1); 2.333(2.6); 2.328(3.5);2.324(2.6); 1.989(0.7); 1.398(12.3); 1.257(0.4); 1.239(0.8); 1.222(0.4);1.175(0.4); 0.000(37.9); −0.008(1.8) I-1-191: HPLC-MS: log P = 4.04;mass (m/z): 386.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.402(13.3); 8.316(0.4); 8.187(7.5); 8.181(14.2); 8.174(7.3);7.937(2.9); 7.918(3.2); 7.909(5.4); 7.891(6.2); 7.882(3.9); 7.875(5.0);7.866(4.6); 7.856(3.8); 7.844(8.7); 7.823(9.8); 7.790(2.7); 7.771(7.5);7.753(6.4); 7.719(5.7); 7.700(7.2); 7.684(11.0); 7.666(6.2);6.951(16.0); 6.944(15.9); 3.384(0.5); 3.333(420.8); 3.299(0.5);2.677(0.9); 2.672(1.2); 2.668(0.8); 2.542(49.0); 2.525(5.4);2.512(74.4); 2.507(143.2); 2.503(184.3); 2.498(132.1); 2.494(64.5);2.334(0.9); 2.329(1.1); 2.325(0.8); 1.234(0.5); 0.000(0.4) I-1-192:HPLC-MS: log P = 3.42; mass (m/z): 387.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.569(10.2); 8.852(5.8); 8.842(5.8); 8.315(0.4);8.200(16.0); 8.194(6.4); 8.182(6.2); 7.941(2.1); 7.923(2.4); 7.913(4.0);7.896(4.4); 7.882(3.9); 7.872(3.0); 7.868(2.9); 7.861(2.7); 7.853(3.7);7.845(5.3); 7.833(6.9); 7.825(4.7); 7.813(4.4); 6.956(12.5);6.950(12.4); 3.386(0.3); 3.332(293.6); 2.676(0.7); 2.672(1.0);2.667(0.7); 2.542(30.9); 2.525(3.6); 2.512(68.7); 2.507(129.8);2.503(163.2); 2.498(115.5); 2.494(55.1); 2.338(0.4); 2.334 (0.8);2.330(1.0); 2.325(0.7); 1.235(0.5); 0.000(0.5) I-1-193: HPLC-MS: logP =3.73; mass (m/z): 354.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.618(12.2); 8.316(0.4); 8.204(7.1); 8.197(13.3); 8.191(6.9);7.940(2.6); 7.922(3.0); 7.912(5.9); 7.894(6.2); 7.885(4.5); 7.867(4.3);7.862(4.5); 7.842(2.6); 7.615(1.6); 7.598(3.4); 7.594(3.2); 7.577(6.3);7.560(3.4); 7.556(3.8); 7.539(1.7); 7.250(2.2); 7.244(11.1);7.223(16.0); 7.203(9.3); 7.196(2.0); 6.956(15.3); 6.949(15.1);3.367(0.5); 3.330(314.3); 3.297(0.3); 2.712(0.7); 2.676(0.8);2.672(1.0); 2.668(0.7); 2.542(179.6); 2.525(3.3); 2.511(63.1);2.507(122.4); 2.503(157.5); 2.498(113.9); 2.494(55.3); 2.465(0.3);2.368(0.7); 2.334(0.8); 2.329(1.0); 2.325(0.8); 1.234(0.6); 0.000(0.6)I-1-194: HPLC-MS: logP = 3.99; mass (m/z): 396.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.299(13.9); 8.315(0.4); 8.185(7.8); 8.179(14.6);8.172(7.5); 7.935(3.0); 7.917(3.4); 7.908(5.6); 7.890(7.9); 7.880(3.8);7.871(5.1); 7.862(6.1); 7.852(3.5); 7.843(4.6); 7.824(2.8); 7.708(8.9);7.706(9.0); 7.689(10.4); 7.686(10.2); 7.541(5.2); 7.537(6.2);7.523(10.5); 7.518(10.7); 7.493(5.3); 7.491(5.6); 7.475(10.1);7.472(9.7); 7.456(5.1); 7.454(4.7); 7.429(6.4); 7.424(6.4); 7.410(7.6);7.405(7.5); 7.391(3.5); 7.386(3.1); 6.967(16.0); 6.961(15.7);3.385(0.3); 3.368(0.8); 3.332(495.1); 3.300(0.9); 3.284(0.4);2.996(0.4); 2.711(1.4); 2.676(0.9); 2.671(1.2); 2.667(0.9); 2.561(1.9);2.542(342.9); 2.524(5.0); 2.511(77.3); 2.507(151.1); 2.502(196.3);2.498(140.9); 2.493(68.1); 2.368(1.5); 2.333(0.9); 2.329(1.2);2.324(0.9); 1.234(0.7); 0.000(0.5) I-1-195: HPLC-MS: logP = 3.94; mass(m/z): 352.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.314(13.5);8.315(0.4); 8.187(7.7); 8.180(14.2); 8.174(7.3); 7.936(2.9); 7.918(3.3);7.908(5.5); 7.891(7.1); 7.881(3.8); 7.873(5.0); 7.864(5.6); 7.853(3.5);7.845(4.6); 7.825(2.7); 7.573(6.8); 7.569(7.4); 7.555(15.1);7.551(10.7); 7.537(12.1); 7.535(12.5); 7.517(5.4); 7.513(5.6);7.499(9.3); 7.494(7.7); 7.479(5.0); 7.474(4.1); 7.453(7.5); 7.450(7.2);7.435(9.2); 7.432(8.9); 7.417(3.4); 7.413(3.1); 6.970(16.0);6.964(15.7); 3.384(0.5); 3.331(472.9); 3.313(1.8); 3.301(0.6);2.996(0.4); 2.712(1.6); 2.676(1.0); 2.671(1.4); 2.667(1.0); 2.662(0.5);2.594(0.4); 2.584(0.5); 2.562(2.3); 2.542(380.9); 2.511(86.0);2.507(165.9); 2.502(213.6); 2.498(151.8); 2.493(71.8); 2.368(1.6);2.334(1.0); 2.329(1.4); 2.325(1.0); 1.234(0.7); 0.000(0.5) I-1-196:HPLC-MS: logP = 4.10; mass (m/z): 444.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.240(10.7); 8.315(0.5); 8.185(5.8); 8.179(11.0);8.173(5.7); 7.936(2.7); 7.926(8.3); 7.918(3.1); 7.908(11.7); 7.891(5.7);7.881(2.9); 7.873(3.7); 7.864(4.5); 7.853(2.7); 7.845(3.4); 7.825(2.1);7.504(1.9); 7.502(2.0); 7.485(6.8); 7.483(6.6); 7.468(16.0);7.462(11.0); 7.449(2.9); 7.443(1.4); 7.238(4.1); 7.232(3.9); 7.221(4.4);7.218(4.8); 7.215(4.6); 7.212(4.1); 7.202(3.6); 7.196(3.3); 6.967(12.7);6.961(12.6); 3.380(0.6); 3.363(1.2); 3.331 (509.7); 3.306(1.1);3.294(0.5); 2.676(1.0); 2.671(1.4); 2.667(1.0); 2.542(34.6); 2.525(5.0);2.520(8.0); 2.511 (84.1); 2.507(166.0); 2.502(216.0); 2.498(153.6);2.493(72.5); 2.334(1.0); 2.329(1.3); 2.324(0.9); 1.235(0.6); 0.000(0.5)I-1-197: HPLC-MS: logP = 3.51; mass (m/z): 400.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.331(9.0); 8.315(0.4); 8.117(10.9); 8.111(10.8);7.890(9.6); 7.884(9.7); 7.836(4.6); 7.817(5.7); 7.782(1.6); 7.764(4.7);7.745(4.2); 7.711(3.7); 7.686(7.0); 7.667(4.2); 7.645(5.1); 7.623(16.0);7.608(10.7); 7.602(9.7); 7.586(3.2); 7.581(3.4); 6.913(12.1);6.907(12.0); 3.323(83.8); 2.675(0.6); 2.671(0.8); 2.666(0.5);2.541(0.4); 2.524(1.8); 2.519(2.9); 2.511(43.0); 2.506(88.2);2.502(116.1); 2.497(81.2); 2.493(37.2); 2.333(0.5); 2.328(0.7);2.324(0.5); 1.398(0.8); 0.008(0.7); 0.000(22.7); −0.009(0.6) I-1-198:HPLC-MS: logP = 3.25; mass (m/z): 368.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.549(8.6); 8.315(0.8); 8.130(10.9); 8.124(10.7);7.895(9.5); 7.889(9.7); 7.649(4.9); 7.627(16.0); 7.612(10.9);7.606(10.8); 7.590(5.3); 7.585(5.5); 7.573(1.8); 7.568(4.5); 7.564(1.6);7.552(2.3); 7.547(2.7); 7.531(1.2); 7.244(1.4); 7.238(8.0); 7.218(10.9);7.197(6.6); 7.190(1.3); 6.917(12.1); 6.911(11.9); 3.322(326.0);3.300(0.5); 2.680(0.7); 2.675(1.4); 2.671(2.0); 2.666(1.4); 2.662(0.6);2.541(1.0); 2.524(4.8); 2.519(8.1); 2.511(114.4); 2.506(232.5);2.502(305.0); 2.497(213.2); 2.493(97.5); 2.338(0.7); 2.333(1.4);2.328(1.9); 2.324(1.4); 2.319(0.6); 1.989(0.4); 1.398(12.4); 1.120(0.4);1.104(0.4); 0.008(2.0); 0.000(60.1); −0.009(1.8) I-1-199: HPLC-MS: logP= 3.44; mass (m/z): 411.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =9.307(2.9); 7.892(9.9); 7.885(10.0); 7.682(5.7); 7.680(5.7);7.661(16.0); 7.656(11.9); 7.613(0.4); 7.594(0.4); 7.590(0.4);7.550(4.2); 7.546(4.7); 7.531(6.4); 7.527(6.8); 7.518(6.3); 7.496(13.7);7.467(12.5); 7.462(10.0); 7.448(8.0); 7.446(10.9); 7.440(4.9);7.430(4.1); 7.427(3.9); 7.400(4.7); 7.396(4.7); 7.381(5.7); 7.376(5.5);7.362(2.6); 7.357(2.4); 6.985(10.2); 6.979(10.1); 5.447(2.3);2.205(116.2); 2.133(0.4); 2.108(0.4); 1.977(0.5); 1.972(1.8);1.965(44.2); 1.959(2.3); 1.953(17.7); 1.947(33.4); 1.941(47.5);1.935(33.4); 1.928(17.4); 1.435(0.8); 1.268(0.8); 1.221(0.3);1.203(0.6); 1.135(0.4) I-1-200: HPLC-MS: logP = 3.40; mass (m/z): 366.0(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.281(3.7); 7.892(11.4);7.886(11.9); 7.666(11.8); 7.661(13.0); 7.616(0.4); 7.600(5.5);7.597(6.0); 7.582(6.7); 7.578(7.3); 7.527(7.3); 7.519(3.4); 7.515(4.4);7.505(16.0); 7.499(11.0); 7.495(11.6); 7.491(7.4); 7.487(6.2);7.472(15.9); 7.466(13.3); 7.450(7.4); 7.445(5.9); 7.432(5.7);7.427(5.6); 7.413(7.0); 7.409(7.0); 7.395(2.9); 7.391(2.9); 7.377(0.4);6.988(11.5); 6.982(11.8); 5.447(3.2); 3.282(1.3); 3.268(1.4);2.193(194.5); 2.133(1.1); 2.123(0.3); 2.120(0.4); 2.114(0.6);2.108(0.7); 2.102(0.5); 2.095(0.3); 1.976(1.7); 1.965(126.9);1.953(32.6); 1.947(59.7); 1.940(84.0); 1.934(60.0); 1.928(32.1);1.894(0.4); 1.792(0.8); 1.775(0.4); 1.769(0.6); 1.763(0.4); 1.436(5.1);1.292(0.5); 1.269(1.3); 1.200(0.4); 1.101(0.5); 1.014(0.3); 0.911(0.4);0.000(1.1) I-1-201: HPLC-MS: logP = 4.15; mass (m/z): 396.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.145(5.8); 7.835(3.0); 7.816(3.7);7.780(1.1); 7.762(3.1); 7.744(2.5); 7.708(2.4); 7.691(3.7); 7.676(1.9);7.669(3.9); 7.659(4.1); 7.655(3.9); 7.647(2.2); 7.641(2.9); 7.632(1.6);7.610(1.5); 7.603(1.5); 7.588(1.8); 7.584 (2.0); 7.581(2.0); 7.577(1.8);7.561(1.4); 7.555(1.4); 7.307(1.2); 7.304(1.1); 7.286(2.0); 7.268(1.0);7.265(1.1); 7.261(1.0); 6.726(8.9); 3.399(0.4); 3.389(0.4); 3.361(2.2);3.339(401.4); 3.298(0.3); 2.717(0.7); 2.678(1.0); 2.673(0.8);2.571(0.7); 2.548(146.2); 2.513(121.0); 2.508(156.2); 2.504(114.3);2.482(6.2); 2.463(6.0); 2.444(2.0); 2.374(0.7); 2.340(0.8); 2.335(1.0);2.331(0.8); 2.090(0.6); 1.955(0.7); 1.243(0.5); 1.165(7.7); 1.146(16.0);1.127(7.4); 1.115(0.4) I-1-202: HPLC-MS: logP = 3.78; mass (m/z): 382.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.124(4.3); 7.827(2.4);7.807(3.1); 7.772(1.0); 7.753(2.5); 7.735(2.1); 7.700(1.9); 7.680(3.1);7.663(2.0); 7.657(2.9); 7.650(3.4); 7.642(2.4); 7.633(2.8); 7.620(1.1);7.603(1.0); 7.596(1.1); 7.576(1.6); 7.554(1.1); 7.547 (1.0); 7.301(0.9);7.297(0.9); 7.280(1.6); 7.261(0.8); 7.258(0.8); 7.254(0.8); 6.710(6.2);3.332(91.6); 2.541(26.7); 2.506(38.9); 2.502(48.6); 2.498(35.5);2.329(0.3); 2.165(16.0) I-1-203: HPLC-MS: logP = 3.19; mass (m/z): 383.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.293(4.8); 8.835(2.4);8.825(2.5); 8.166(2.3); 8.149(2.5); 7.828(2.1); 7.816(2.1); 7.809(2.0);7.797(1.9); 7.686(1.0); 7.671(1.1); 7.664(2.1); 7.649(2.1); 7.642(1.2);7.627(1.1); 7.607(1.1); 7.600(1.1); 7.584(1.3); 7.580 (1.6); 7.574(1.3);7.558(1.1); 7.551(1.1); 7.307(0.8); 7.304(0.9); 7.300(0.8); 7.283(1.6);7.278(1.5); 7.265(0.8); 7.262(0.8); 7.258(0.7); 6.716(6.5); 3.333(82.7);2.712(0.5); 2.672(0.3); 2.542(109.4); 2.525(1.5); 2.507(37.6);2.503(47.7); 2.498(34.5); 2.369(0.5); 2.330(0.4); 2.173(16.0) I-1-204:HPLC-MS: logP = 3.58; mass (m/z): 397.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.306(5.6); 8.836(3.0); 8.825(2.9); 8.169(2.8);8.150(3.0); 7.831(2.6); 7.819(2.6); 7.812(2.4); 7.800(2.3); 7.693(1.2);7.677(1.4); 7.670(2.5); 7.655(2.5); 7.648(1.5); 7.633(1.3); 7.608(1.3);7.601(1.4); 7.585(1.6); 7.581 (1.9); 7.579(1.9); 7.575(1.7); 7.559(1.3);7.552(1.3); 7.307(1.0); 7.304(1.1); 7.300(1.0); 7.283(1.9); 7.278(1.8);7.264(0.9); 7.261(1.0); 7.257(0.9); 6.725(8.7); 3.328(102.1);2.712(0.7); 2.676(0.4); 2.672(0.6); 2.667(0.4); 2.582(0.3);2.542(153.4); 2.511(34.2); 2.507(65.4); 2.502(85.3); 2.498(62.1);2.483(7.4); 2.464(6.0); 2.445(2.0); 2.368(0.7); 2.333(0.4); 2.329(0.5);2.325(0.4); 1.159(7.8); 1.140(16.0); 1.122(7.4) I-1-205: HPLC-MS: mass(m/z): 336.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.203(2.4);8.144(8.6); 8.140(15.6); 8.136(8.6); 7.803(3.2); 7.793(3.9); 7.788(6.8);7.779(8.6); 7.773(4.9); 7.766(8.2); 7.755(7.1); 7.741(3.4); 7.605(4.3);7.601(4.4); 7.590(4.8); 7.586(8.5); 7.581(4.8); 7.571(4.4); 7.566(4.3);7.420(3.5); 7.416(3.7); 7.402(6.3); 7.387(3.7); 7.383(3.5); 7.290(3.6);7.288(3.5); 7.277(6.5); 7.275(6.4); 7.273(6.4); 7.262(3.5); 7.259(3.3);7.224(4.4); 7.221(4.3); 7.210(7.9); 7.207(7.7); 7.196(4.0); 7.193(3.8);6.933(16.0); 6.929(16.0); 6.687(0.3); 5.359(0.3); 5.325(0.7);3.366(3290.1); 2.998(0.5); 2.619(3.5); 2.616(4.8); 2.613(3.5);2.544(8.8); 2.525(8.2); 2.522(10.6); 2.519(11.4); 2.510(255.3);2.507(544.6); 2.504(751.0); 2.501(558.6); 2.499(264.8); 2.392(3.4);2.389(4.7); 2.386(3.4); 2.294(0.5); 2.020(0.8); 2.008(1.4); 1.995(1.1);1.985(0.7); 1.976(0.7); 1.940(0.4); 1.506(1.1); 1.453(0.5); 1.280(0.9);1.235(5.5); 0.865(1.0); 0.853(2.5); 0.842(1.2); 0.005(2.7); 0.000(80.1);−0.006(2.7) I-1-206: HPLC-MS: logP = 3.42; mass (m/z): 350.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.338(4.4); 7.685(1.0); 7.670(1.1);7.663(2.2); 7.648(2.2); 7.641(1.2); 7.626(1.1); 7.608(1.1); 7.601(1.2);7.594(0.7); 7.585(1.4); 7.578(2.6); 7.574(2.2); 7.557(2.7); 7.552(2.0);7.540(1.1); 7.535(1.3); 7.519(0.6); 7.308 (0.8); 7.305(0.9); 7.301(0.8);7.298(0.8); 7.285(1.5); 7.279(1.4); 7.266(0.8); 7.262(0.8); 7.259(0.7);7.256(0.7); 7.233(0.7); 7.226(3.9); 7.206(5.4); 7.186(3.2); 7.179(0.7);6.715(6.3); 3.329(65.2); 2.712(0.5); 2.542(115.3); 2.530(0.7);2.525(1.2); 2.520(1.6); 2.511(17.7); 2.507(34.9); 2.502(45.2);2.498(32.2); 2.493(15.3); 2.368(0.5); 2.329(0.4); 2.168(16.0) I-1-207:HPLC-MS: logP = 3.84; mass (m/z): 364.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.351(5.0); 7.689(1.1); 7.674(1.3); 7.667(2.4);7.652(2.4); 7.645(1.4); 7.630(1.3); 7.608(1.3); 7.601(1.4); 7.596(0.9);7.585(1.7); 7.579(3.0); 7.575(2.7); 7.558(3.5); 7.553(2.0); 7.541(1.3);7.537(1.5); 7.520(0.7); 7.307 (1.0); 7.304(1.0); 7.300(1.0); 7.284(1.7);7.278(1.7); 7.265(0.9); 7.262(0.9); 7.258(0.9); 7.235(0.8); 7.228(4.3);7.208(6.1); 7.188(3.6); 7.180(0.7); 6.725(8.4); 3.327(84.3); 3.308(0.4);2.711(0.6); 2.676(0.4); 2.671(0.5); 2.667(0.3); 2.565(0.6);2.542(146.2); 2.511(28.7); 2.507(55.8); 2.502(72.0); 2.498(51.9);2.493(25.2); 2.477(5.6); 2.458(5.5); 2.439(1.9); 2.368(0.6); 2.333(0.4);2.329(0.5); 2.324(0.4); 1.154(7.7); 1.135(16.0); 1.116(7.4) I-1-208:HPLC-MS: logP = 3.63; mass (m/z): 392.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.020(4.4); 7.691(2.9); 7.672(4.2); 7.657(1.4);7.650(2.2); 7.635(2.3); 7.628(1.3); 7.613(1.2); 7.603(1.1); 7.597(1.1);7.581(1.3); 7.574(1.6); 7.570(1.3); 7.554(1.1); 7.547(1.1); 7.510(1.3);7.505(1.6); 7.491(3.7); 7.486 (3.8); 7.477(2.0); 7.475(2.0); 7.459(3.1);7.456(2.9); 7.440(1.4); 7.438(1.3); 7.410(2.1); 7.405(2.0); 7.391(2.3);7.386(2.1); 7.373(1.2); 7.367(1.0); 7.305(0.8); 7.302(0.9); 7.295(0.9);7.281(1.6); 7.275(1.5); 7.262(0.8); 7.259(0.8); 7.255(0.8); 6.723(6.2);3.328(209.9); 3.298(0.3); 3.292(0.4); 2.711(0.6); 2.676(0.6);2.671(0.8); 2.666(0.6); 2.559(0.8); 2.541(146.5); 2.524(2.9);2.511(51.7); 2.506(99.1); 2.502(126.3); 2.497(90.0); 2.493(43.1);2.367(0.6); 2.333(0.6); 2.329(0.8); 2.324(0.6); 2.164(16.0); 2.059(0.4);1.236(0.4); 0.000(0.4) I-1-209: HPLC-MS: log P = 2.95; mass (m/z): 378.0(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.270(0.3); 9.223(3.6);7.952(7.8); 7.946(14.9); 7.940(7.9); 7.765(3.7); 7.750(4.1); 7.743(7.9);7.728(7.9); 7.720(4.3); 7.705(4.2); 7.694(9.4); 7.692(9.1); 7.675(10.8);7.672(10.5); 7.596(0.3); 7.589(0.3); 7.564(6.7); 7.560(7.2);7.545(10.0); 7.541(10.5); 7.482(5.6); 7.479(5.9); 7.463(11.8);7.460(11.4); 7.444(6.6); 7.441(5.9); 7.411(8.0); 7.407(8.0); 7.391(9.0);7.387(8.7); 7.373(4.4); 7.368(4.0); 7.206(4.2); 7.199(4.8); 7.183(4.5);7.176 (8.8); 7.169(5.1); 7.154(4.1); 7.147(4.8); 7.123(3.3); 7.119(3.4);7.116(2.8); 7.113(2.7); 7.103(3.9); 7.100(5.5); 7.096(5.5); 7.093(4.7);7.080(3.1); 7.077(3.1); 7.074(2.7); 7.070(2.6); 6.992(16.0);6.985(15.7); 2.207(0.5); 2.199(0.7); 2.191(1.4); 2.174(186.7);2.170(344.6); 2.168(275.4); 2.167(301.3); 2.133(0.5); 2.120(0.5);2.114(0.8); 2.108(1.3); 2.101(0.8); 2.095(0.5); 1.964(34.9); 1.958(4.1);1.952(68.7); 1.946(134.9); 1.940(198.0); 1.934(134.1); 1.928(67.4);1.921(1.6); 1.915(0.6); 1.781(0.5); 1.775(0.8); 1.769(1.1); 1.762(0.7);1.756(0.3); 1.270(0.8); 0.000(1.7) I-1-210: HPLC-MS: logP = 2.89; mass(m/z): 395.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.199(4.5);8.471(3.0); 8.466(3.2); 8.459(3.2); 8.454(3.1); 7.959(2.9); 7.954(3.0);7.940(3.4); 7.935(3.1); 7.680(1.0); 7.664(1.1); 7.657(2.2); 7.642(2.1);7.635(1.2); 7.620(1.1); 7.607(1.1); 7.600(1.1); 7.584(1.3); 7.580 (1.5);7.578(1.5); 7.574(1.3); 7.556(3.9); 7.551(1.4); 7.544(3.2); 7.538(3.0);7.526(2.9); 7.308(0.8); 7.305(0.9); 7.301(0.8); 7.298(0.8); 7.284(1.5);7.279(1.4); 7.265(0.8); 7.262(0.8); 7.258(0.7); 6.728(6.3);3.328(191.1); 2.995(0.4); 2.711(0.7); 2.676(0.6); 2.671(0.8);2.667(0.6); 2.572(0.4); 2.565(0.5); 2.541(178.2); 2.524(2.8);2.511(47.3); 2.507(94.0); 2.502(122.0); 2.497(86.5); 2.493(40.9);2.367(0.7); 2.333(0.6); 2.329(0.8); 2.324(0.5); 2.171(16.0); 1.235(0.4);0.000(0.5) I-1-211: HPLC-MS: logP = 2.91; mass (m/z): 334.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 9.251(3.9); 7.952(8.2); 7.945(15.2);7.939(8.1); 7.766(3.8); 7.751(4.1); 7.743(7.8); 7.728(7.9); 7.720(4.3);7.706(4.1); 7.607(7.5); 7.603(7.2); 7.588(9.5); 7.584(9.5); 7.524(3.7);7.520(5.2); 7.504(13.1); 7.501(14.7); 7.496(9.3); 7.492(8.5);7.479(12.6); 7.474(10.8); 7.459(5.8); 7.454(4.8); 7.438(9.5);7.433(8.5); 7.419(10.2); 7.415(10.0); 7.401(4.6); 7.397(4.0);7.388(0.4); 7.205(4.6); 7.198(5.3); 7.183(4.8); 7.176(9.6); 7.169(5.6);7.154 (4.4); 7.147(5.4); 7.122(3.6); 7.119(3.7); 7.116(3.0); 7.112(2.9);7.102(4.3); 7.099(5.9); 7.096(6.1); 7.092(5.1); 7.089(3.4); 7.080(3.4);7.076(3.5); 7.073(3.0); 7.069(2.8); 6.995(16.0); 6.988(15.6);5.447(1.9); 4.068(0.5); 4.050(0.5); 2.213(0.5); 2.203(0.7);2.175(222.4); 2.170(346.5); 2.169(324.8); 2.147(0.6); 2.133(0.4);2.120(0.5); 2.114(0.8); 2.108(1.1); 2.101(0.8); 2.095(0.3); 1.976(0.5);1.972(2.7); 1.965(30.8); 1.958(4.1); 1.953(65.1); 1.946(125.9);1.940(181.9); 1.934(122.2); 1.928(61.6); 1.921(1.1); 1.915(0.5);1.781(0.3); 1.775(0.7); 1.769(1.0); 1.763(0.6); 1.756(0.4); 1.436(1.4);1.268(0.9); 1.221(0.7); 1.204(1.3); 1.186(0.6); 0.000(1.8) I-1-212:HPLC-MS: logP = 3.58; mass (m/z): 348.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.037(4.4); 7.671(1.0); 7.656(1.2); 7.649(2.2);7.634(2.2); 7.627(1.3); 7.612(1.2); 7.603(1.2); 7.596(1.2); 7.580(1.4);7.576(1.6); 7.574(1.6); 7.570(1.4); 7.554(1.3); 7.547(1.5); 7.541(3.8);7.537(3.7); 7.522(6.2); 7.518 (7.4); 7.498(1.6); 7.493(1.8); 7.479(3.1);7.474(1.9); 7.460(1.2); 7.455(1.4); 7.437(2.4); 7.434(2.4); 7.419(2.9);7.416(2.5); 7.400(0.8); 7.397(1.0); 7.305(0.8); 7.302(0.9); 7.298(0.9);7.295(0.8); 7.281(1.5); 7.276(1.5); 7.262(0.8); 7.259(0.8); 7.255(0.7);7.252(0.7); 6.725(6.3); 3.331(129.3); 2.711(0.5); 2.671(0.4);2.569(0.4); 2.541(127.3); 2.524(1.4); 2.511(22.4); 2.506(45.1);2.502(59.2); 2.497(42.4); 2.493(20.2); 2.367(0.5); 2.329(0.4);2.324(0.3); 2.164(16.0) I-1-213: HPLC-MS: logP = 3.99; mass (m/z): 362.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.051(5.5); 7.676(1.3);7.661(1.4); 7.654(2.6); 7.639(2.5); 7.632(1.5); 7.617(1.3); 7.603(1.4);7.596(1.4); 7.580(1.7); 7.577(1.9); 7.574(1.9); 7.570(1.6); 7.554(1.6);7.547(1.9); 7.542(4.5); 7.523(7.6); 7.520(7.9); 7.499 (2.0); 7.495(2.1);7.481(3.7); 7.476(2.6); 7.462(1.7); 7.457(1.6); 7.450(0.4); 7.440(2.8);7.436(2.7); 7.421(3.4); 7.418(2.9); 7.402(1.1); 7.400(1.1); 7.305(1.0);7.301(1.1); 7.297(1.1); 7.281(1.9); 7.275(1.8); 7.262(1.0); 7.259(1.0);7.255(0.9); 6.739(8.6); 3.331(170.4); 3.310(0.6); 2.712(0.6);2.675(0.4); 2.671(0.5); 2.667(0.4); 2.541(144.9); 2.511(31.7);2.507(61.0); 2.502(78.4); 2.498(56.3); 2.493(28.6); 2.474(5.9);2.455(5.8); 2.437(1.9); 2.368(0.6); 2.334(0.4); 2.329(0.5); 2.324(0.4);1.156(7.8); 1.138(16.0); 1.119(7.3); 0.998(0.5) I-1-214: HPLC-MS: logP =3.73; mass (m/z): 440.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.966(4.7); 7.912(3.2); 7.894(3.4); 7.675(1.0); 7.660(1.1); 7.653(2.1);7.638(2.1); 7.631(1.4); 7.616(1.1); 7.601(1.1); 7.595(1.1); 7.578(1.4);7.574(1.6); 7.552(1.1); 7.545(1.1); 7.488(1.0); 7.486(1.0); 7.469(2.9);7.451 (2.8); 7.449(2.7); 7.438(3.5); 7.433(4.0); 7.419(1.7); 7.414(1.5);7.304(0.9); 7.301(0.9); 7.297(0.9); 7.280(1.7); 7.261(0.8); 7.258(0.9);7.254(0.9); 7.219(1.6); 7.215(1.6); 7.200(2.2); 7.196(2.2); 7.182(1.5);7.177(1.4); 6.727(6.4); 3.332(58.6); 2.711(0.4); 2.541(83.7);2.524(0.8); 2.511(13.1); 2.506(25.4); 2.502(32.7); 2.497(23.4);2.493(11.2); 2.368(0.4); 2.167(16.0); 2.120(0.4); 2.067(0.7) I-1-215:HPLC-MS: logP = 4.15; mass (m/z): 454.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 7.10.985(6.3); 7.921(4.2); 7.901(4.5); 7.688(1.2);7.673(1.5); 7.666(2.6); 7.651(2.6); 7.644(1.7); 7.629(1.5); 610(1.5);7.603(1.6); 7.583(2.4); 7.581(2.4); 7.561(1.4); 7.554(1.5); 7.496(1.4);7.477(4.0); 7.459(3.7); 7.444 (4.4); 7.440(5.0); 7.425(2.2); 7.421(1.8);7.307(1.3); 7.304(1.4); 7.287(2.4); 7.265(1.3); 7.261(1.2); 7.227(2.0);7.223(2.1); 7.208(3.1); 7.205(3.1); 7.190(1.7); 7.185(1.6); 6.743(9.2);3.338(262.3); 2.717(0.7); 2.677(0.8); 2.547(136.3); 2.512(96.7);2.508(122.2); 2.504(95.1); 2.482(7.1); 2.463(6.5); 2.445(2.3);2.374(0.7); 2.335(0.8); 2.091(0.6); 2.026(0.7); 1.241(0.4); 1.168(7.9);1.149(16.0); 1.131(7.6); 1.114(0.5) I-1-217: HPLC-MS: logP = 3.06; mass(m/z): 383.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.451(6.6);8.316(0.4); 8.254(3.6); 8.248(6.4); 8.242(3.4); 8.156(2.6); 8.134(3.5);8.115(2.6); 7.984(0.5); 7.965(0.6); 7.961(0.6); 7.942(0.6); 7.932(0.7);7.925(1.3); 7.918(0.7); 7.843(3.6); 7.824(4.6); 7.790(1.3); 7.772 (3.6);7.754(3.2); 7.721(2.8); 7.701(3.5); 7.685(5.4); 7.667(3.0); 6.979(7.7);6.973(7.6); 5.842(1.5); 5.836(1.4); 5.757(9.3); 5.337(1.8);3.322(161.8); 2.679(0.6); 2.675(1.3); 2.671(1.7); 2.666(1.2);2.524(5.3); 2.510(99.1); 2.506(193.9); 2.502(251.8); 2.497(182.5);2.493(88.3); 2.456(0.6); 2.432(15.9); 2.425(16.0); 2.367(3.4);2.360(3.4); 2.337(0.7); 2.333(1.3); 2.328(1.7); 2.324(1.2); 1.989(1.0);1.336(1.0); 1.298(0.6); 1.259(0.9); 1.249 (1.2); 1.235(0.6); 1.175(0.5);0.008(2.0); 0.000(54.6); −0.008(1.9) I-1-218: HPLC-MS: log P = 2.28;mass (m/z): 335.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.462(3.5);8.505(8.8); 8.500(9.4); 8.493(9.4); 8.488(9.3); 8.093(8.5); 8.087(15.6);8.081(8.6); 7.995(9.6); 7.990(9.7); 7.976(10.4); 7.971(10.2);7.593(3.7); 7.585(4.0); 7.577(4.2); 7.569(7.4); 7.561(4.2); 7.553(3.9);7.545(3.8); 7.475(11.1); 7.463(11.2); 7.456(10.7); 7.444(10.1);7.371(3.8); 7.359(4.0); 7.348(4.8); 7.342(4.4); 7.336(5.0); 7.330(4.2);7.319(4.6); 7.307(4.5); 7.105(2.6); 7.097(4.8); 7.088(3.4); 7.086(3.6);7.082(3.2); 7.077 (5.5); 7.074(4.9); 7.069(3.4); 7.065(3.1); 7.063(3.0);7.055(4.0); 7.046(2.3); 7.028(16.0); 7.022(15.8); 5.449(0.4);4.068(0.4); 4.050(0.4); 2.464(0.3); 2.175(115.2); 2.115(0.4);2.109(0.5); 2.103(0.3); 1.972(2.1); 1.966(2.4); 1.960(3.5); 1.954(31.8);1.948(59.8); 1.942(84.2); 1.935(57.9); 1.929(29.6); 1.776(0.3);1.770(0.5); 1.764 (0.3); 1.436(0.7); 1.372(5.4); 1.340(0.7); 1.284(1.0);1.276(6.2); 1.221(0.5); 1.204(0.9); 1.186(0.5); 0.146(0.6); 0.008(5.5);0.000(139.7); −0.009(5.6); −0.150(0.6) I-1-219: HPLC-MS: logP = 3.25;mass (m/z): 431.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.040(6.0);8.227(3.4); 8.221(6.5); 8.214(3.5); 7.814(7.3); 7.800(7.8); 7.655(1.5);7.647(1.6); 7.639(1.7); 7. 631(2.8); 7.623(1.7); 7.616(1.6); 7.608(1.5);7.581(1.5); 7.569(1.6); 7.558(1.9); 7.553(1.8); 7.546(1.9); 7.541 (1.7);7.530(1.7); 7.517(1.7); 7.411(5.9); 7.397(5.6); 7.281(1.0); 7.273(1.8);7.262(1.5); 7.258(1.3); 7.253(2.2 ); 7.250(1.9); 7.245(1.4); 7.241(1.2);7.231(1.5); 7.222(0.8); 6.990(3.6); 6.984(3.6); 5.757(16.0);3.338(10.3); 2.512(11.5); 2.507(14.9); 2.503(11.0); 1.992(0.4);1.396(1.3) I-1-220: HPLC-MS: log P = 3.00; mass (m/z): 335.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 10.173(3.4); 8.614(7.7); 8.611(8.1);8.603(8.1); 8.600(8.1); 8.113(6.9); 8.106(12.9); 8.100(7.0); 8.000(7.2);7.997(7.5); 7.979(8.1); 7.976(8.1); 7.664(3.2); 7.656(3.4); 7.648(3.5);7.640(6.4); 7.632(3.6); 7.624(3.4); 7.616(3.3); 7.578(8.1); 7.567(8.1);7.558(7.6); 7.546(7.3); 7.425(0.5); 7.419(0.5); 7.376(3.0); 7.364(3.2);7.353(3.9); 7.347(3.5); 7.341(4.0); 7.335(3.4); 7.324(3.7); 7.312(3.6);7.240(0.4); 7.235(0.4); 7.172(0.4); 7.165(0.4); 7.102(2.2); 7.093(4.2);7.082(16.0); 7.076(15.6); 7.066(3.1); 7.061(2.7); 7.051(3.2);7.043(1.7); 5.448(1.0); 2.468(0.4); 2.463(0.5); 2.459(0.4);2.149(379.2); 2.121(2.2); 2.114(2.0); 2.108(2.2); 2.102(1.5);2.096(0.9); 1.965(12.1); 1.958(17.5); 1.953(121.2); 1.947(224.8);1.941(311.8); 1.934(217.2); 1.928(114.5); 1.781(0.7); 1.775(1.3);1.769(1.8); 1.763(1.3); 1.757(0.7); 1.372(11.0); 1.340(1.2); 1.285(1.9);1.276(11.2); 1.269(3.1); 1.216(1.7); 0.881(0.5); 0.858(0.4); 0.146(2.0);0.008(19.1); 0.000(421.4); −0.008(20.7); −0.150(2.0) I-1-221: HPLC-MS:logP = 3.57; mass (m/z): 403.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.061(8.8); 8.237(5.0); 8.230(9.8); 8.224(5.1); 7.809(13.3);7.796(13.7); 7.656(2.3); 7.648(2.5); 7.640(2.6); 7.632(4.5); 7.624(2.5);7.617(2.5); 7.609(2.3); 7.587(2.1); 7.575(2.3); 7.564(2.7); 7.559(2.5);7.552(2.7); 7.546(2.5); 7.536(2.5); 7.523(2.4); 7.293(2.0); 7.286(16.0);7.273(15.3); 7.265(3.6); 7.262(3.0); 7.257(2.0); 7.253(1.8); 7.251(1.7);7.242(2.2); 7.234(1.1); 6.937(9.7); 6.930(9.7); 5.757(1.4); 3.326(12.4);2.673(0.4); 2.512(24.2); 2.508(46.1); 2.503(59.5); 2.499(43.3);2.495(21.5); 2.330(0.4); 1.232(0.8); 1.181(0.4); 0.000(3.7) I-1-222:HPLC-MS: logP = 3.14; mass (m/z): 415.9 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.963(7.2); 8.316(0.6); 8.224(4.4); 8.218(9.1);8.211(4.6); 7.945(11.9); 7.940(12.1); 7.666(1.9); 7.657(2.1);7.650(2.2); 7.642(4.0); 7.634(2.2); 7.626(2.2); 7.618(2.0); 7.584(1.8);7.572(2.0); 7.561(2.2); 7.555(2.1); 7.549(2.3); 7.543(2.1); 7.532(2.2);7.520(2.1); 7.284(1.3); 7.276(2.4); 7.267(1.6); 7.265(1.8); 7.261(1.5);7.256(2.8); 7.253(2.4); 7.248(1.6); 7.245(1.4); 7.242(1.4); 7.234(1.9);7.225(0.9); 6.931(10.2); 6.922(16.0); 6.918(13.2); 3.324(151.7);2.676(1.0); 2.671(1.4); 2.667(1.0); 2.662(0.5); 2.525(3.6); 2.520(5.6);2.511(79.5); 2.507(163.0); 2.502(215.9); 2.498(156.7); 2.493(76.2);2.338(0.5); 2.333(1.0); 2.329(1.4); 2.324(1.0); 1.398(0.4); 1.135(0.5);1.117(1.3); 1.099(0.7); 0.008(1.1); 0.000(35.4); −0.009(1.3) I-1-223:HPLC-MS: logP = 2.71; mass (m/z): 372.1 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 8.672(1.2); 8.068(2.8); 8.062(5.3); 8.055(2.8); 7.625(1.4);7.617(1.4); 7.610(1.4); 7.602(2.7); 7.594(1.4); 7.586(1.4); 7.578(1.4);7.426(0.4); 7.420(0.4); 7.368(1.3); 7.355(1.4); 7.345(1.6); 7.339(1.4);7.332(1.6); 7.327(1.4); 7.316(1.5); 7.304(1.5); 7.235(3.4); 7.101(6.6);7.090(1.7); 7.082(1.1); 7.079(1.1); 7.076(1.0); 7.071(1.8); 7.067(1.5);7.062(1.1); 7.059(0.9); 7.056(0.9); 7.048(1.3); 7.040(0.7); 6.967(3.3);6.942(5.4); 6.936(5.3); 5.448(2.3); 3.804(15.2); 3.802(16.0);3.788(0.3); 3.408(0.3); 2.172(5.9); 2.121(0.4); 2.115(0.4); 2.109(0.4);2.102(0.3); 1.965(1.3); 1.959(1.7); 1.953(13.0); 1.947(24.0);1.941(33.2); 1.935(22.7); 1.929(11.6); 1.372(5.7); 1.340(0.8);1.285(1.3); 1.276(6.5); 1.268(1.2); 0.008(1.7); 0.000(42.7); −0.009(1.6)I-1-224: HPLC-MS: logP = 2.72; mass (m/z): 369.0 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 9.424(5.5); 8.163(13.6); 8.103(3.3); 8.097(3.6);8.084(6.0); 8.078(6.2); 8.064(3.5); 8.058(3.5); 7.980(12.1); 7.829(7.3);7.809(11.2); 7.757(2.7); 7.740(7.6); 7.721(9.4); 7.700(9.1);7.687(16.0); 7.671(7.7); 7.060(13.7); 7.054(12.7); 5.449(13.4);2.164(73.5); 2.114(0.5); 2.109(0.5); 1.972(2.2); 1.953(26.4);1.947(44.4); 1.941(55.6); 1.935(39.2); 1.930(21.0); 1.769(0.4);1.372(4.5); 1.311(0.7); 1.294(0.8); 1.276(4.6); 1.221(0.4); 1.204(0.7);1.186(0.4); 0.000(13.7) I-1-225: HPLC-MS: logP = 2.59; mass (m/z): 335.0(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.382(3.2); 8.168(5.8);8.162(10.4); 8.155(6.2); 8.105(2.4); 8.098(2.8); 8.085(4.1); 8.079(4.5);8.066(2.5); 8.059(2.7); 7.982(6.3); 7.975(10.4); 7.969(6.1); 7.602(6.0);7.583(7.8); 7.526(2.2); 7.522(3.4); 7.506(10.3); 7.502(16.0);7.498(8.6); 7.484(8.4); 7.480(8.1); 7.465(3.5); 7.460(3.3); 7.442(6.4);7.437(6.0); 7.423(7.2); 7.419 (7.2); 7.406(3.1); 7.401(3.1); 7.082(9.8);7.076(10.0); 5.447(1.5); 2.165(37.0); 2.110(0.4); 2.088(0.6);1.966(1.8); 1.960(2.2); 1.955(16.0); 1.948(30.2); 1.942(42.2);1.936(29.7); 1.930(15.7); 0.008(0.5); 0.000(13.2); −0.008(0.7) I-1-226:HPLC-MS: logP = 3.21; mass (m/z): 417.0 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 9.373(2.7); 8.428(4.0); 8.424(4.3); 8.416(4.4); 8.412(4.2);8.286(4.2); 8.282(4.1); 8.267(4.5); 8.263(4.2); 7.675(7.4); 7.669(7.5);7.589(7.8); 7.587(7.6); 7.568(16.0); 7.512(6.2); 7.494(4.9); 7.489(4.2);7.479(4.5); 7.470 (4.1); 7.467(4.7); 7.460(4.3); 7.448(3.8); 7.426(0.4);7.000(7.5); 6.994(7.4); 5.449(0.9); 4.067(0.6); 4.049(0.6); 2.163(40.7);1.972(2.9); 1.965(1.7); 1.954(13.5); 1.947(24.6); 1.941(33.7);1.935(24.2); 1.929(13.2); 1.436 (5.6); 1.372(3.8); 1.308(0.3);1.291(0.4); 1.276(4.0); 1.221(0.8); 1.203(1.5); 1.186(0.8); 0.000(8.2)I-1-227 see Synthesis Example 41 I-1-228 see Synthesis Example 28I-1-229 see Synthesis Example 26 I-1-230 see Synthesis Example 27I-1-231: HPLC-MS: logP = 2.89; mass (m/z): 372.1 (M + H)⁺; ¹H-NMR(601.6MHz, DMSO-D₆): δ = 11.473(2.7); 8.113(3.0); 8.109(2.8); 7.977(1.0);7.880(2.6); 7.784(1.2); 7.648(0.4); 7.638(0.9); 7.634(0.8); 7.624(1.6);7.613(0.9); 7.609(1.0); 7.599(0.4); 7.408(2.7); 7.394(4.9); 7.380(2.4);6.909(2.4); 6.906(2.4); 3.401 (999.7); 3.400(1251.1); 3.395(262.8);3.394(254.6); 3.002(1.3); 2.625(0.6); 2.552(43.7); 2.534(0.9);2.531(1.1); 2.528(1.1); 2.516(66.1); 2.513(92.4); 2.510(68.4);2.507(33.5); 2.397(0.6); 2.284(16.0); 1.265(0.3); 1.242 (1.8);0.861(0.4) I-1-232: HPLC-MS: logP = 2.10; mass (m/z): 318.1 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 9.141(0.7); 7.743(1.7); 7.740(1.6);7.737(1.8); 7.546(0.3); 7.531(0.6); 7.525(0.6); 7.515(0.4); 7.509(1.3);7.503(0.5); 7.494(0.6); 7.488(0.8); 7.472(0.4); 7.218(0.5); 7.213(2.1);7.200(0.4); 7.192(3.5); 7.183(0.6); 7.171(1.8); 7.162(0.4); 6.968(2.5);6.962(2.5); 6.663(4.3); 4.051(16.0); 2.214(14.4); 2.181(19.9);1.973(0.6); 1.966(0.4); 1.959(0.5); 1.954(4.7); 1.947(9.0); 1.941(12.7);1.935(9.0); 1.929(4.9); 1.436(1.0); 1.372(1.1); 1.276(1.2); 0.008(0.7);0.000(16.5); −0.008(1.0) I-1-233: HPLC-MS: logP = 2.23; mass (m/z):363.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.869(2.2); 8.142(1.6);8.138(1.5); 7.634(0.5); 7.630(0.5); 7.624(0.4); 7.620(0.9); 7.616(0.4);7.610(0.5); 7.606(0.6); 7.411(1.6); 7.397(2.8); 7.384(1.3); 6.982(2.9);6.977(2.9); 3.858(16.0); 3.350(162.4); 2.552(14.7); 2.531(0.4);2.519(10.8); 2.516(24.2); 2.513(34.6); 2.510(25.1); 2.507(11.7);2.458(14.3) I-1-234: HPLC-MS: logP = 2.03; mass (m/z): 363.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.356(2.8); 8.316(0.6); 8.071(2.1);8.065(2.1); 7.619(0.7); 7.614(0.6); 7.598(1.3); 7.582(0.6); 7.576(0.9);7.561(0.4); 7.398(2.2); 7.376(3.8); 7.356(1.8); 6.915(3.3); 6.909(3.3);5.756(1.8); 3.867(16.0); 3.324(234.7); 2.675(1.3); 2.671(1.8);2.666(1.3); 2.607(14.8); 2.541(0.9); 2.524(4.6); 2.510(106.6);2.506(210.0); 2.502(272.4); 2.497(195.8); 2.440(0.4); 2.333(1.3);2.328(1.8); 2.324(1.3); 0.146(1.0); 0.008(8.2); 0.000(205.9);−0.008(7.5); −0.150(1.0) I-1-235: HPLC-MS: logP = 2.76; mass (m/z):444.0 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.302(4.6); 8.106(3.7);7.648(0.6); 7.638(1.3); 7.634(1.3); 7.623(10.9); 7.613(1.5); 7.610(1.5);7.599(0.6); 7.409(3.8); 7.395(6.8); 7.381(3.3); 6.947(4.2); 6.943(4.2);4.287(1.8); 4.275(5.5); 4.263(5.5); 4.251(1.9); 3.371(0.7);3.347(1213.1); 2.625(1.0); 2.552(5.7); 2.534(1.4); 2.531(1.8);2.528(1.9); 2.519(53.5); 2.516(114.3); 2.513(158.9); 2.510(116.8);2.507(56.9); 2.397(1.0); 1.356(7.5); 1.344(16.0); 1.332(7.6);1.246(0.7); 0.011(0.7) I-1-236: HPLC-MS: logP = 1.93; mass (m/z): 305.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.049(1.4); 8.316(0.5);8.139(5.0); 8.100(1.8); 8.094(1.8); 7.639(0.6); 7.633(0.5); 7.624(0.4);7.618(1.2); 7.612(0.4); 7.602(0.5); 7.597(0.8); 7.581(0.3); 7.407(2.0);7.386(3.3); 7.366(1.5); 6.895(2.7); 6.888(2.7); 4.174 (16.0);3.324(380.4); 2.675(1.7); 2.670(2.4); 2.666(1.7); 2.661(0.8);2.541(1.8); 2.524(7.0); 2.510(134.1); 2.506(270.6); 2.501(357.5);2.497(259.9); 2.492(125.8); 2.337(0.8); 2.333(1.7); 2.328(2.3);2.324(1.7); 2.074(4.9); 1.258(0.4); 0.146(0.4); 0.008(2.9); 0.000(86.4);−0.008(2.7); −0.150(0.4) I-1-237: HPLC-MS: logP = 3.84; mass (m/z):490.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 12.018(3.8); 8.157(2.7);8.154(2.6); 7.652(0.4); 7.641(0.8); 7.638(0.8); 7.627(1.4); 7.616(0.8);7.613(0.8); 7.602(0.4); 7.416(2.4); 7.401(4.3); 7.388(2.0); 6.953(4.1);6.949(3.9); 4.017(16.0); 3.884(0.5); 3.349(1067.7); 2.625(0.8);2.553(18.2); 2.534(1.4); 2.531(1.8); 2.516(99.1); 2.513(128.0);2.510(91.0); 2.397(0.8); 1.246(0.5); 0.011(0.8) I-1-238: HPLC-MS: logP =2.99; mass (m/z): 440.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.589(5.2); 8.083(3.7); 8.080(3.3); 8.077(3.7); 7.638(0.6); 7.622(1.3);7.616(1.0); 7.606(0.9); 7.601(2.6); 7.595(1.0); 7.584(1.1); 7.579(1.7);7.564(0.8); 7.408(0.7); 7.399(4.4); 7.378(7.3); 7.357(3.4); 6.876(7.0);6.870 (6.9); 5.757(0.4); 4.126(16.0); 4.092(0.9); 4.021(0.4);3.325(34.8); 2.982(2.1); 2.829(2.1); 2.672(0.3); 2.525(1.2); 2.520(1.8);2.512(19.3); 2.507(38.5); 2.503(50.6); 2.498(36.4); 2.493(17.3);1.989(0.7); 1.259(0.4); 1.236(2.4); 1.175(0.4); 0.000(0.3) I-1-239:HPLC-MS: logP = 2.50; mass (m/z): 348.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.094(3.0); 8.230(2.8); 8.225(2.9); 8.055(2.2);8.050(2.2); 7.826(3.4); 7.821(3.3); 7.626(0.7); 7.621(0.6); 7.610(0.5);7.604(1.4); 7.589(0.7); 7.583(0.9); 7.567(0.4); 7.404(2.2); 7.382(3.9);7.362(1.7); 6.896(3.4); 6.890 (3.4); 5.757(6.0); 3.975(16.0);3.328(95.8); 2.675(0.5); 2.671(0.7); 2.541(0.4); 2.506(80.6);2.502(104.7); 2.498(77.1); 2.333(0.5); 2.329(0.7); 2.324(0.5);0.008(0.9); 0.000(22.6); −0.008(1.0) I-1-240: HPLC-MS: logP = 2.52; mass(m/z): 371.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.607(3.5);7.997(2.5); 7.994(2.3); 7.991(2.4); 7.798(2.7); 7.793(2.7); 7.624(0.4);7.608(0.9); 7.602(0.7); 7.592(0.6); 7.587(1.7); 7.581(0.6); 7.570(0.8);7.565(1.1); 7.550(0.5); 7.393(3.3); 7.389(5.1); 7.368(4.7); 7.347 (2.2);7.341(0.6); 6.895(4.3); 6.889(4.3); 4.101(0.6); 4.088(0.6); 3.688(16.0);3.327(7.0); 3.178(3.0); 3.165(2.9); 2.525(0.4); 2.512(6.2); 2.507(12.1);2.503(15.9); 2.498(11.6); 2.494(5.6); 1.250(0.4) I-1-241: HPLC-MS: logP= 1.90; mass (m/z): 349.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.412(2.9); 8.894(5.3); 8.083(2.2); 8.078(2.1); 7.636(0.3); 7.620(0.7);7.615(0.6); 7.599(1.4); 7.593(0.5); 7.583(0.7); 7.578(0.9); 7.562(0.4);7.400(2.3); 7.379(3.9); 7.358(1.8); 6.927(3.5); 6.921(3.3); 5.757(1.1);3.945 (16.0); 3.326(107.5); 2.675(0.5); 2.671(0.7); 2.667(0.5);2.541(0.4); 2.506(83.8); 2.502(103.4); 2.498(72.2); 2.333(0.5);2.329(0.7); 2.324(0.5); 0.146(0.3); 0.000(74.5); −0.008(2.8);−0.149(0.4) I-1-242: HPLC-MS: logP = 1.81; mass (m/z): 349.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.214(3.1); 8.316(0.6); 8.082(5.3);8.073(2.4); 8.067(2.4); 7.634(0.4); 7.618(0.8); 7.612(0.7); 7.602(0.5);7.596(1.5); 7.591(0.6); 7.580(0.7); 7.575(1.0); 7.559(0.4); 7.397(2.6);7.376(4.3); 7.355(2.0); 6.925(3.9); 6.919 (3.9); 5.756(0.4);3.926(16.0); 3.323(161.8); 2.675(1.0); 2.671(1.4); 2.666(1.0);2.541(0.7); 2.524(3.2); 2.519 (5.2); 2.511(79.2); 2.506(163.8);2.502(217.8); 2.497(156.8); 2.493(75.7); 2.333(1.0); 2.328(1.4);2.324(1.0); 0.146(0.7); 0.008(5.3); 0.000(156.3); −0.009(5.9);−0.150(0.7) I-1-243: HPLC-MS: logP = 1.80; mass (m/z): 385.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.619(12.2); 11.093(0.4); 11.082(1.0);8.623(8.5); 8.607(8.6); 8.490(1.2); 8.316(0.9); 8.097(9.2); 8.092(9.2);7.890(0.3); 7.825(6.9); 7.805(10.1); 7.744(0.6); 7.730(5.4); 7.713(6.6);7.694(3.7); 7.665(0.4); 7.638(1.3); 7.622(2.8); 7.617(2.6); 7.601(5.6);7.595(2.5); 7.585(2.8); 7.579(3.7); 7.564(1.6); 7.443(0.7); 7.422(1.3);7.402 (9.8); 7.381(16.0); 7.360(7.2); 7.261(0.4); 7.240(0.5);6.905(13.8); 6.899(13.6); 6.075(0.4); 6.069(0.4); 3.322 (135.5);2.675(2.2); 2.671(2.9); 2.666(2.2); 2.506(347.5); 2.502(443.3);2.497(328.0); 2.333(2.2); 2.328(2.8); 2.324(2.1); 0.146(0.5);0.008(5.1); 0.000(108.9); −0.008(5.0); −0.150(0.5) I-1-244: HPLC-MS:logP = 3.58; mass (m/z): 380.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ =11.415(5.6); 8.107(4.4); 8.104(4.5); 7.700(9.1); 7.649(0.6); 7.638(1.4);7.634(1.3); 7.624(2.5); 7.614(1.4); 7.610(1.6); 7.600(0.7); 7.410(4.1);7.396(7.3); 7.382(3.5); 6.948(5.3); 6.944(5.4); 4.550(0.9); 4.539(1.5);4.525 (1.5); 4.515(1.0); 3.345(469.7); 2.625(0.6); 2.552(11.6);2.534(0.9); 2.531(1.2); 2.528(1.2); 2.519(32.6); 2.51 6(72.2);2.513(101.6); 2.510(75.7); 2.507(37.7); 2.397(0.6); 1.879(0.9);1.866(1.3); 1.856(1.5); 1.841(1.7); 1.829(1.3); 1.817(0.4); 1.765(0.3);1.753(1.2); 1.744(1.5); 1.741(1.5); 1.731(1.9); 1.718(1.3); 1.709(0.9);1.429 (13.0); 1.418(13.1); 1.246(0.5); 0.737(7.5); 0.724(16.0);0.712(7.4); 0.010(0.7) I-1-245: HPLC-MS: logP = 3.47; mass (m/z): 472.1(M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.343(6.8); 8.102(4.9);8.099(4.9); 7.641(11.4); 7.624(2.7); 7.613(1.5); 7.610(1.7); 7.599(0.7);7.410(4.4); 7.395(7.9); 7.382(3.8); 6.947(6.4); 6.943(6.5); 4.471(1.0);4.461(1.7); 4.447(1.7); 4.437(1.1); 3.346(1159.5); 2.625(1.1);2.552(81.9); 2.534(1.7); 2.531(2.2); 2.528(2.1); 2.519(58.6);2.516(125.8); 2.513(173.8); 2.510(126.2); 2.507(59.8); 2.397(1.1);1.871(0.9); 1.858(1.3); 1.848(1.6); 1.834(1.7); 1.821(1.3); 1.809(0.4);1.753(0.3); 1.741(1.2); 1.731(1.6); 1.719(2.0); 1.706(1.3); 1.697(0.9);1.414(14.6); 1.403(14.7); 1.269(0.4); 1.246(0.8); 0.731(7.6);0.719(16.0); 0.706(7.4); 0.011(1.3) I-1-246: HPLC-MS: logP = 2.35; mass(m/z): 382.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.441(10.5);8.704(7.3); 8.700(7.9); 8.692(7.8); 8.688(7.6); 8.092(6.9); 8.087(9.0);8.083(9.0); 8.077(8.9); 8.073(9.2); 8.068(7.2); 7.643(1.4); 7.627(3.1);7.621(2.4); 7.611(2.1); 7.606(6.0); 7.600(2.3); 7.589(2.6); 7.584(3.9);7.569(1.8); 7.540(6.7); 7.528(6.7); 7.520(6.5); 7.508(6.3); 7.413(1.6);7.404(9.8); 7.383(16.0); 7.362(7.4); 6.962(13.3); 6.955(13.2);4.143(3.2); 4.115(10.1); 4.087(10.5); 4.058(3.6); 3.328(195.5);2.676(0.6); 2.671(0.9); 2.667(0.6); 2.541(34.1); 2.525(2.9); 2.520(4.6);2.511(49.4); 2.507(99.5); 2.502(131.9); 2.498(95.5); 2.493(45.7);2.333(0.6); 2.329(0.9); 2.324(0.6); 0.008(0.9); 0.000(27.4); −0.009(0.8)I-1-247: HPLC-MS: logP = 2.74; mass (m/z): 366.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.038(10.5); 8.056(8.2); 8.050(8.2); 7.636(6.9);7.632(6.8); 7.617(8.1); 7.613(9.5); 7.604(2.3); 7.598(5.9); 7.592(2.4);7.581(5.5); 7.577(6.7); 7.561(7.4); 7.541(4.6); 7.537(4.0); 7.395(9.8);7.388(6.9); 7.383(2.5); 7.374(16.0); 7.364(6.2); 7.362(6.1); 7.354(7.9);7.345(9.6); 7.343(9.3); 7.326(3.8); 7.324(3.8); 7.278(7.4); 7.258(6.5);7.204(12.5); 7.019(6.2); 6.941(13.1); 6.935(13.0); 5.756(3.7);4.038(0.4); 4.020(0.4); 3.324(103.6); 2.679(0.4); 2.675(0.8);2.670(1.1); 2.666(0.8); 2.524(3.3); 2.519(5.3); 2.510(62.0);2.506(123.2); 2.501(161.2); 2.497(115.7); 2.492(54.7); 2.337(0.4);2.333(0.8); 2.328(1.1); 2.324(0.8); 1.989(1.5); 1.299(0.8); 1.259(1.2);1.235(1.8); 1.192(0.5); 1.175(0.9); 1.157(0.5); 0.008(1.5); 0.000(40.7);−0.009(1.2) I-1-248: HPLC-MS: logP = 1.99; mass (m/z): 351.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 20.009(0.4); 11.503(11.6); 8.805(6.8);8.796(6.9); 8.793(6.7); 8.315(2.2); 8.190(6.2); 8.171(6.6); 8.089(9.0);8.083(9.0); 7.700(4.7); 7.688(4.9); 7.680(4.7); 7.668(4.4); 7.643(1.3);7.627(2.7); 7.622(2.6); 7.606(5.5); 7.590(2.8); 7.585(3.6); 7.569(1.6);7.404(9.3); 7.382(16.0); 7.362(7.3); 7.340(4.9); 7.205(10.7);7.070(5.3); 6.961(12.9); 6.955(12.8); 3.321(780.9); 2.675(5.7);2.670(7.7); 2.666(5.7); 2.540(4.4); 2.506(888.4); 2.501(1153.4);2.497(832.1); 2.332(5.5); 2.328(7.3); 2.324(5.4); 0.146(0.4);0.008(3.6); 0.000(92.4); −0.009(3.1); −0.150(0.4) I-1-249: HPLC-MS: logP= 2.38; mass (m/z): 347.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.252(2.1); 8.579(1.6); 8.575(1.8); 8.567(1.7); 8.563(1.7); 8.071(2.0);8.066(2.1); 7.966(1.4); 7.962(1.4); 7.947(1.5); 7.943(1.5); 7.624(0.6);7.619(0.6); 7.608(0.5); 7.603(1.3); 7.598(0.5); 7.587(0.6); 7.581(0.8);7.566 (0.4); 7.401(2.2); 7.380(3.7); 7.359(1.7); 7.233(1.6); 7.220(1.6);7.214(1.6); 7.201(1.5); 6.947(1.7); 6.941(1.7); 5.758(1.8); 3.332(13.9);2.507(9.7); 2.503(12.6); 2.498(9.4); 2.466(16.0); 0.000(0.4) I-1-250:HPLC-MS: logP = 2.77; mass (m/z): 385.0 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 9.340(3.1); 8.430(6.0); 8.426(6.1); 8.418(6.3); 8.414(5.9);8.288(6.3); 8.283(5.9); 8.269(6.6); 8.264(6.0); 7.769(8.7); 7.553(1.4);7.538(3.0); 7.532(3.0); 7.522(2.2); 7.516(6.2); 7.510(2.2); 7.501(3.2);7.495(3.7); 7.480(7.9); 7.467(6.4); 7.461(6.2); 7.448(5.8); 7.426(0.3);7.241(0.3); 7.235(0.4); 7.216(8.9); 7.195(16.0); 7.174(7.9);7.010(10.8); 7.003(10.2); 5.447(1.3); 2.140(48.9); 2.119(0.3);2.113(0.5); 2.107(0.6); 2.101(0.4); 1.963(1.2); 1.952(27.6);1.946(51.2); 1.939(71.3); 1.933(48.7); 1.927(24.7); 1.768(0.4);1.372(4.7); 1.341(0.8); 1.285 (1.2); 1.277(5.0); 0.146(0.6); 0.008(5.6);0.000(118.5); −0.008(4.4); −0.149(0.6) I-1-251: HPLC-MS: logP = 2.73;mass (m/z): 402.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.661(4.1);7.944(10.5); 7.841(5.5); 7.822(7.1); 7.740(16.0); 7.704(4.8);7.691(4.9); 7.591(1.4); 7.571(3.4); 7.555(5.6); 7.538(3.7); 7.534(3.8);7.518(1.8); 7.426(0.6); 7.420(0.6); 7.239(7.3); 7.217(12.7); 7.196(6.5);7.171(0.8); 7.165(0.7); 7.150(0.5); 7.144(0.4); 5.446(0.6); 4.085(0.5);4.067(1.5); 4.049(1.6); 4.032(0.5); 2.145(72.1); 2.119(0.7); 2.113(0.7);2.106(0.8); 2.100(0.6); 2.094(0.3); 1.971(7.4); 1.963(4.1); 1.951(40.1);1.945(73.6); 1.939(100.3); 1.933(68.8); 1.927(35.3); 1.774(0.4);1.767(0.6); 1.761(0.4); 1.436(3.7); 1.372(8.6); 1.340 (1.7); 1.307(0.4);1.285(2.6); 1.276(9.8); 1.271(3.8); 1.221(1.9); 1.203(3.6); 1.185(1.8);0.881(0.5); 0.146(0.8); 0.008(9.1); 0.000(174.0); −0.009(6.7);−0.150(0.8) I-1-252: HPLC-MS: log P = 2.77; mass (m/z): 447.9 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 8.586(5.1); 7.956(11.2); 7.841(5.9);7.822(7.7); 7.748(16.0); 7.711(4.4); 7.701(5.4); 7.693(4.9); 7.683(4.2);7.593(1.6); 7.577(3.5); 7.572(3.7); 7.556(6.3); 7.540(4.0); 7.535(4.1);7.519(1.9); 7.447(0.4); 7.426(0.8); 7.420(0.7); 7.240(8.2); 7.219(13.8);7.197(7.0); 7.171(1.0); 7.165(0.8); 7.150(0.6); 7.144(0.5); 3.908(0.7);3.850(0.8); 2.133(57.0); 2.119(0.7); 2.112(0.9); 2.106(1.1); 2.100(0.8);2.094(0.4); 1.963(7.2); 1.957(9.7); 1.951(68.3); 1.945(125.7);1.939(172.2); 1.933(116.7); 1.927(59.3); 1.914(1.0); 1.780(0.4);1.773(0.7); 1.767(1.0); 1.761(0.7); 1.755(0.4); 1.372(13.0); 1.340(2.6);1.285(3.6); 1.276(14.9); 1.270(3.8); 1.216(0.5); 1.162(0.5); 1.146(0.4);0.881(0.6); 0.866(0.6); 0.848(0.4); 0.146(1.2); 0.008(10.1);0.000(270.2); −0.009(8.6); −0.150(1.2) I-1-253: HPLC-MS: logP = 3.08;mass (m/z): 382.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.130(3.2);7.907(2.1); 7.887(2.7); 7.868(4.4); 7.845(1.0); 7.826(2.2); 7.807(1.7);7.745(1.6); 7.719(3.6); 7.702(4.0); 7.684(2.7); 7.655(0.5); 7.634(1.0);7.618(1.7); 7.597(1.4); 7.576(2.2); 7.558(5.8); 7.550(6.7); 7.540(5.3);7.519(1.1); 7.407(2.5); 7.385(4.7); 7.365(4.6); 7.313(3.7); 7.291(6.2);7.271(2.9); 7.097(3.5); 7.092(3.4); 5.984(4.9); 5.978(4.8); 5.758(1.0);4.038(0.5); 4.020(0.6); 3.409(24.8); 3.323(260.0); 3.145(16.0);2.680(0.9); 2.675(1.9); 2.671(2.6); 2.666(1.9); 2.662(0.9); 2.524(7.2);2.519(11.4); 2.511(145.7); 2.506(294.0); 2.502(387.7); 2.497(279.3);2.493(133.4); 2.338(0.9); 2.333(1.9); 2.328(2.6); 2.324(1.9);2.320(0.9); 1.989(2.3); 1.398(1.1); 1.351(0.4); 1.298(0.3); 1.259(0.5);1.235(0.9); 1.192(0.7); 1.175(1.3); 1.157(0.7); 0.146(0.7); 0.008(5.3);0.000(156.8); −0.009(4.8); −0.150(0.7) I-1-254: HPLC-MS: logP = 3.31;mass (m/z): 396.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.317(0.6);8.121(1.2); 7.907(0.8); 7.880(5.4); 7.875(5.1); 7.846(0.4); 7.830(0.8);7.811(0.6); 7.751(0.7); 7.731(1.7); 7.711(1.1); 7.689(2.6); 7.676(2.8);7.666(2.9); 7.634(0.4); 7.615(0.7); 7.597(1.1); 7.581(1.7); 7.576(1.7);7.560(3.1); 7.544(2.3); 7.531(5.4); 7.521(7.1); 7.511(5.1); 7.495(0.6);7.409(0.9); 7.388(1.5); 7.366(0.8); 7.334(3.2); 7.324(4.2); 7.316(6.6);7.295(8.0); 7.274(3.8); 7.007(1.2); 7.002(1.2); 6.061(6.5); 6.055(6.3);3.895(2.4); 3.883(2.4); 3.793(0.4); 3.778(0.4); 3.757(0.4); 3.740(0.3);3.472(0.4); 3.454(0.3); 3.322(129.0); 2.680(0.8); 2.675(1.7);2.671(2.3); 2.666(1.7); 2.662(0.8); 2.524(10.5); 2.511(139.7);2.506(267.9); 2.502(343.4); 2.497(243.9); 2.493(114.9); 2.337(0.9);2.333(1.8); 2.328(2.3); 2.324(1.7); 2.319(0.8); 2.074(0.7); 1.754(0.5);1.212(7.7); 1.194(16.0); 1.177(7.4); 1.096(1.5); 1.080(2.6); 1.063(1.3);0.146(0.9); 0.008(9.2); 0.000(222.2); −0.009(7.7); −0.150(0.9) I-1-255:HPLC-MS: logP = 3.44; mass (m/z): 408.2 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 8.316(0.5); 8.121(2.1); 7.864(11.6); 7.799(1.6);7.782(1.3); 7.703(6.1); 7.691(6.7); 7.647(2.1); 7.629(2.3); 7.606(1.8);7.586(2.8); 7.542(15.4); 7.532(16.0); 7.400(1.9); 7.378(3.2);7.352(7.7); 7.344(7.3); 7.304(8.3); 7.283(13.3); 7.261(6.5); 7.008(2.1);6.080(12.1); 5.954(1.3); 5.941(2.2); 5.928(2.4); 5.915(3.2); 5.900(3.2);5.885(2.5); 5.872(2.5); 5.859(1.3); 5.848(0.4); 5.785(0.7); 5.772(0.7);5.756(0.6); 5.305(6.5); 5.262(5.7); 5.188(6.7); 5.162(6.3); 5.064(1.4);5.039(1.2); 4.892(1.2); 4.849(1.1); 4.507(10.9); 4.434(0.7); 4.419(0.8);4.382(0.9); 4.069(0.8); 4.033(0.6); 3.323(65.6); 2.671(1.9); 2.629(0.5);2.506(264.1); 2.502(261.6); 2.359(0.5); 2.331(1.9); 1.236(1.0);0.002(3.1); 0.000(4.3) I-1-256: HPLC-MS: logP = 3.14; mass (m/z): 406.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.315(3.3); 8.151(1.3);8.121(0.3); 7.903(12.0); 7.847(1.0); 7.760(1.1); 7.714(5.9); 7.701(6.9);7.692(6.4); 7.599(2.2); 7.577(4.5); 7.559(16.0); 7.545(15.4);7.536(12.8); 7.392(1.7); 7.371(1.4); 7.340(6.7); 7.327(7.9);7.316(12.7); 7.294(15.6); 7.273(7.2); 7.018(1.2); 6.132(12.3);6.126(12.2); 4.749(0.3); 4.680(15.5); 4.532(0.5); 4.491(0.6);4.314(0.4); 4.296(0.6); 4.289(0.6); 4.267(0.4); 4.258(0.4); 4.243(0.4);3.322(466.1); 3.248(11.4); 3.180(1.2); 2.680(1.9); 2.675(4.3);2.671(6.2); 2.666(4.4); 2.662(2.1); 2.524(16.1); 2.519(24.9);2.511(350.8); 2.506(722.0); 2.502(959.4); 2.497(692.0); 2.493(333.3);2.409(0.6); 2.398(0.5); 2.360(0.4); 2.338(2.3); 2.30.150(0.7) I-1-2I-1-257: HPLC-MS: log P = 2.86; mass (m/z): 493.9 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 8.644(1.8); 7.945(4.2); 7.843(2.3); 7.824(3.1);7.779(4.8); 7.761(3.0); 7.744(1.4); 7.712(1.9); 7.694(2.4); 7.677(1.2);7.589(0.6); 7.568(1.4); 7.553(2.3); 7.532(1.5); 7.515(0.7); 7.426(0.8);7.420(0.8); 7.262(0.5); 7.256(0.6); 7.237(3.2); 7.216(5.2); 7.195(2.7);7.171(0.8); 7.165(0.7); 7.150(0.4); 7.144(0.4); 6.985(0.3); 4.292(0.9);4.275(1.7); 4.257(0.9); 4.085(0.5); 4.067(1.6); 4.049(1.6); 4.032(0.6);3.372(0.8); 2.566(2.1); 2.512(1.5); 2.422(0.5); 2.403(1.2); 2.383(0.8);2.212(0.7); 2.192(1.0); 2.160(74.4); 2.113(0.4); 2.107(0.4); 1.971(7.3);1.964 (2.9); 1.958(3.9); 1.952(23.6); 1.946(43.1); 1.940(58.7);1.933(40.1); 1.927(20.5); 1.768(0.4); 1.436(3.3); 1.383(0.6);1.372(14.8); 1.340(2.8); 1.309(0.4); 1.285(3.9); 1.276(16.0);1.221(2.0); 1.217(0.8); 1.203(3.8); 1.185(1.9); 0.882(0.4); 0.146(0.4);0.008(3.3); 0.000(80.1); −0.009(2.8); −0.150(0.4) I-1-258: HPLC-MS: logP= 3.68; mass (m/z): 422.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =8.316(0.9); 8.126(1.1); 7.895(0.9); 7.870(9.8); 7.864(9.5); 7.822(0.7);7.804(0.6); 7.731(1.6); 7.702(4.7); 7.691(5.1); 7.688(5.0); 7.680(5.2);7.617(0.8); 7.600(1.7); 7.584(3.0); 7.579(3.0); 7.563(5.4); 7.547(4.4);7.536(10.8); 7.525(11.4); 7.514(9.8); 7.410(0.8); 7.390(1.3);7.367(0.9); 7.319(12.5); 7.299(16.0); 7.277(6.7); 6.958 (1.1);6.047(11.5); 6.041(11.4); 3.769(4.8); 3.561(0.5); 3.545(0.5);3.466(0.5); 3.451(0.5); 3.323(194.1); 2.676(1.7); 2.671(2.3);2.666(1.7); 2.662(0.8); 2.541(1.4); 2.524(6.6); 2.511(135.1);2.507(274.6); 2.502(362.1); 2.497(258.9); 2.493(123.1); 2.333(1.6);2.329(2.2); 2.324(1.6); 1.118(1.2); 1.107(2.3); 1.100(2.3); 1.089(3.5);1.077(2.5); 1.070(2.5); 1.058(1.4); 1.039(0.5); 0.999(0.4); 0.985(0.5);0.456(9.7); 0.436(9.1); 0.390(0.3); 0.311(1.2); 0.295(1.1); 0.257(3.4);0.245(11.0); 0.233(10.3); 0.222(2.7); 0.000(1.5); −0.029(1.4) I-1-259:HPLC-MS: logP = 2.90; mass (m/z): 407.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 8.316(0.7); 8.223(0.4); 7.951(8.4); 7.898(0.5);7.882(0.5); 7.875(0.5); 7.846(0.5); 7.749(5.2); 7.741(4.7); 7.710(0.6);7.617(9.7); 7.605(12.0); 7.586(6.5); 7.568(3.3); 7.549(1.3); 7.450(4.9);7.338(6.6); 7.316(10.7); 7.295(5.1); 7.074(0.4); 6.067(8.2);5.002(16.0); 4.938(0.3); 4.738(0.4); 4.702(0.6); 3.323(155.0);2.675(1.5); 2.671(2.0); 2.510(135.9); 2.506(260.7); 2.502(335.1);2.497(240.7); 2.463(1.0); 2.333(1.6); 2.329(2.2); 2.074(4.3);1.755(0.7); 0.146(0.8); 0.025(0.6); 0.008(8.1); 0.000(183.5);−0.007(6.5); −0.008(7.1); −0.149(0.9) I-1-260: HPLC-MS: logP = 3.50;mass (m/z): 410.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 19.970(0.9);8.314(1.7); 7.884(4.8); 7.880(4.9); 7.623(2.8); 7.611(3.2); 7.588(1.4);7.577(2.4); 7.562(1.5); 7.486(1.0); 7.474(3.0); 7.464(5.3); 7.453(2.8);7.318(6.6); 7.305(9.3); 7.291(3.3); 6.204(5.6); 6.200(5.8); 4.922 (0.8);4.911(2.1); 4.900(2.9); 4.889(2.1); 3.324(377.8); 3.320(448.0);3.319(443.5); 2.616(3.5); 2.613(5.1); 2.610(3.9); 2.541(1.4);2.522(6.9); 2.519(9.1); 2.516(8.6); 2.507(239.3); 2.504(543.6);2.501(773.8); 2.498(589.8); 2.496(299.2); 2.389(3.6); 2.386(5.1);2.383(3.9); 1.163(15.8); 1.152(16.0); 0.005(3.2); 0.000(118.1) I-1-261:HPLC-MS: logP = 3.64; mass (m/z): 410.1 (M + H)⁺; ¹H-NMR(601.6 MHz,DMSO-D₆): δ = 8.115(0.6); 7.901(0.4); 7.887(0.5); 7.874(4.5);7.870(4.5); 7.827(0.4); 7.733(0.4); 7.708(0.5); 7.684(2.3); 7.676(2.5);7.669(2.6); 7.581(0.6); 7.571(1.3); 7.567(1.3); 7.556(2.4); 7.546(1.4);7.542(1.5); 7.531(1.0); 7.521(4.5); 7.513(5.6); 7.506(4.8); 7.496(0.6);7.400(0.4); 7.385(0.7); 7.372(0.4); 7.312(2.7); 7.305(5.7); 7.298(3.1);7.291(7.1); 7.277(3.5); 6.969(0.6); 6.086(6.2); 6.082(6.2); 3.836(1.6);3.322(54.5); 2.614(0.4); 2.611(0.3); 2.523(0.7); 2.520(0.8); 2.517(0.7);2.508(21.2); 2.505(47.3); 2.502(67.5); 2.499(48.6); 2.496(22.9);2.386(0.4); 2.383(0.3); 1.645(0.5); 1.633(2.6); 1.621(5.4); 1.608(5.6);1.596(3.0); 1.584(0.8); 0.936(7.7); 0.923(16.0); 0.911(7.3); 0.643(0.7);0.631(1.3); 0.619(0.7); 0.005(0.5); 0.000(19.7); −0.006(0.7) I-1-262:HPLC-MS: logP = 3.40; mass (m/z): 426.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 8.316(0.4); 8.143(1.0); 7.900(7.4); 7.807(0.9);7.687(5.1); 7.587(1.7); 7.568(3.0); 7.550(4.5); 7.527(9.5); 7.518(9.3);7.391(1.5); 7.326(5.3); 7.306(6.4); 7.284(8.9); 7.263(4.3); 6.896(0.9);6.270(7.3); 5.278(13.6); 5.114 (0.4); 4.887(0.4); 3.699(3.1);3.682(8.0); 3.665(8.1); 3.648(3.3); 3.322(104.8); 2.675(1.3);2.671(1.6); 2.666(1.2); 2.540(0.9); 2.506(201.4); 2.502(251.0);2.497(182.3); 2.333(1.2); 2.328(1.6); 2.324(1.2); 1.158(8.6);1.141(16.0); 1.124(8.9); 0.954(2.2); 0.146(0.5); 0.007(8.4);−0.001(103.4); −0.150(0.5) I-1-263: HPLC-MS: logP = 3.40; mass (m/z):420.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.133(1.0); 7.887(6.4);7.834(0.8); 7.687(3.8); 7.681(3.8); 7.539(8.9); 7.391(1.3); 7.314(7.2);7.292(6.8); 7.272(3.1); 7.015(0.9); 6.135(6.0); 4.628(8.9); 4.482(0.3);4.474(0.3); 4.443(0.5); 4.271(0.5); 3.322(31.8); 3.314 (26.7);2.667(1.1); 2.502(153.1); 2.498(159.5); 2.329(1.1); 2.325(1.1);1.782(16.0); 1.688(2.9); 0.000(6.1); −0.003(3.6); −0.008(4.3) I-1-264:HPLC-MS: logP = 3.38; mass (m/z): 432.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 8.316(0.5); 8.189(0.4); 7.898(10.3); 7.893(10.1);7.849(0.4); 7.837(0.4); 7.765(0.5); 7.728(4.7); 7.718(5.5); 7.714(5.7);7.706(5.9); 7.601(1.8); 7.580(5.3); 7.571(14.2); 7.564(16.0);7.558(13.3); 7.549(14.3); 7.528(1.8); 7.370(5.8); 7.362(5.9);7.358(5.7); 7.349(4.9); 7.319(8.8); 7.298(15.1); 7.277(7.0); 7.021(0.4);6.449(1.4); 6.439(2.7); 6.429(1.4); 6.310(2.8); 6.300(5.6); 6.290(2.9);6.171(1.3); 6.161(2.8); 6.151(1.5); 6.092(11.9); 6.086(11.7);4.355(3.3); 4.346(3.6); 4.319(6.7); 4.310(6.7); 4.282(3.7); 4.273(3.4);3.322(79.8); 2.676(0.9); 2.671 (1.3); 2.666(0.9); 2.662(0.4);2.541(0.7); 2.524(3.3); 2.511(72.5); 2.506(146.7); 2.502(194.1);2.497(140.3); 2.493(67.6); 2.338(0.4); 2.333(0.9); 2.329(1.3);2.324(0.9); 0.008(0.5); 0.000(15.4); −0.009(0.6) I-1-265: HPLC-MS: logP= 3.59; mass (m/z): 450.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =8.316(0.5); 7.920(10.3); 7.916(10.2); 7.732(4.8); 7.723(5.4);7.710(6.1); 7.605(1.7); 7.589(3.9); 7.583(4.6); 7.565(14.1);7.553(13.5); 7.546(13.0); 7.530(3.1); 7.347(6.1); 7.334(5.9);7.324(6.6); 7.315(9.9); 7.294(16.0); 7.273(7.5); 6.213(11.6);6.207(11.4); 4.774(4.2); 4.756(4.2); 3.322(90.8); 2.675(1.0);2.671(1.4); 2.666(1.1); 2.541(0.7); 2.524(3.7); 2.510(83.4);2.506(165.6); 2.502(217.9); 2.497(158.5); 2.493(77.0); 2.333(1.1);2.328(1.5); 2.324(1.1); 0.008(0.6); 0.000(16.1); −0.009(0.6) I-1-266:HPLC-MS: logP = 2.93; mass (m/z): 368.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.332(11.3); 8.212(0.5); 8.206(0.6); 8.077(8.5);8.071(8.6); 7.757(7.2); 7.753(7.8); 7.737(8.5); 7.733(8.7); 7.640(1.5);7.624(3.1); 7.618(2.5); 7.608(2.1); 7.603(5.8); 7.597(2.3); 7.586(2.7);7.581(3.7); 7.563(6.8); 7.559(6.9); 7.544(10.2); 7.540(9.2); 7.478(9.6);7.459(13.1); 7.439(6.0); 7.417(0.8); 7.399(9.9); 7.378(16.0);7.357(7.4); 6.946(14.3); 6.940(14.4); 6.928(1.2); 6.729(0.9);5.757(6.7); 3.323(58.3); 2.675(0.7); 2.671(0.9); 2.666(0.7);2.541(31.2); 2.524(2.8); 2.511(53.6); 2.506(107.0); 2.502(140.6);2.497(102.8); 2.493(50.5); 2.348(3.6); 2.337(0.5); 2.333(0.8);2.328(1.0); 2.324(0.7); 0.008(1.4); 0.000(39.7); −0.009(1.4) I-1-267:HPLC-MS: logP = 2.72; mass (m/z): 368.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.468(5.9); 8.080(4.4); 8.077(3.8); 8.074(4.4);7.640(0.8); 7.624(1.7); 7.618(1.2); 7.608(1.1); 7.602(3.3); 7.597(1.2);7.586(1.3); 7.581(2.2); 7.564(7.7); 7.560(8.8); 7.543(15.4);7.541(16.0); 7.497(8.3); 7.480(5.2); 7.474(4.2); 7.457(3.1); 7.410(0.8);7.406(1.4); 7.401(5.5); 7.388(1.0); 7.380(8.8); 7.359(4.1); 7.354(1.1);6.949(8.8); 6.943(8.7); 3.406(0.3); 3.390(0.6); 3.343(380.7);3.321(1.7); 3.301(0.5); 3.291(0.4); 2.676(0.4); 2.672(0.6); 2.667(0.4);2.542(50.0); 2.532(0.5); 2.525(1.8); 2.520(3.0); 2.512(34.4);2.507(69.0); 2.503(90.9); 2.498(65.3); 2.493(30.6); 2.334(0.4);2.329(0.6); 2.325(0.4); 0.000(0.9) I-1-268: HPLC-MS: log P = 2.68; mass(m/z): 328.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.056(0.4);7.752(1.1); 7.749(1.0); 7.746(1.1); 7.523(0.4); 7.518(0.4); 7.502(0.9);7.486(0.4); 7.480(0.5); 7.238(0.6); 7.219(1.1); 7.210(0.4); 7.205(1.5);7.200(1.2); 7.192(0.3); 7.184(2.3); 7.163(1.2); 7.101(2.3); 7.082(1.7);7.042(1.8); 7.035(1.8); 2.316(16.0); 2.150(7.5); 1.963(0.5); 1.957(0.7);1.951(3.7); 1.945(6.6); 1.939(9.0); 1.933(6.2); 1.927(3.2); 1.372(0.8);1.276(0.8); 0.008(0.5); 0.000(11.0); −0.009(0.5) I-1-269: HPLC-MS: logP= 2.20; mass (m/z): 357.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.210(1.8); 10.533(1.1); 8.177(1.1); 8.156(1.2); 8.072(2.3);8.066(2.3); 7.823(1.5); 7.805(1.6); 7.646(0.4); 7.631(0.7); 7.625(0.7);7.615(0.6); 7.609(1.4); 7.593(0.7); 7.588(0.9); 7.573(0.5); 7.524(0.9);7.521(0.9); 7.503(1.7); 7.485(1.0); 7.482(0.9); 7.405(2.5); 7.384(4.1);7.363(1.9); 7.188(1.1); 7.170(1.9); 7.152(0.9); 6.940(2.2); 6.934(2.2);3.325(42.1); 2.675(0.4); 2.671(0.5); 2.541(0.5); 2.506(53.8);2.502(68.6); 2.497(49.8); 2.328(0.4); 2.260(0.5); 2.087(16.0);2.027(0.3); 1.909(2.2); 1.235(1.0); 0.008(2.9); 0.000(61.0); −0.008(2.6)I-1-270: HPLC-MS: logP = 2.38; mass (m/z): 342.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 8.316(0.7); 7.804(2.8); 7.785(3.3); 7.770(1.1);7.768(1.1); 7.752(2.5); 7.750(2.4); 7.733(1.9); 7.731(1.7); 7.646(3.5);7.628(3.5); 7.610(5.1); 7.603(2.8); 7.594(1.3); 7.515(4.3); 7.482(0.5);7.466(1.0); 7.460(0.8); 7.450(0.7); 7.445(2.0); 7.439(0.8); 7.428(0.9);7.423(1.3); 7.408(0.6); 7.263(0.9); 7.257(3.4); 7.236(5.7); 7.215(2.5);7.209(0.6); 5.757(1.5); 5.130(4.5); 5.124(4.4); 3.322(330.5);2.680(1.2); 2.675(2.4); 2.671(3.2); 2.666(2.3); 2.661(1.2); 2.612(0.4);2.524(10.6); 2.519(16.2); 2.510(174.5); 2.506(347.1); 2.501(454.2);2.497(323.8); 2.492(151.3); 2.337(0.9); 2.333(2.1); 2.328(2.9);2.324(2.1); 2.319(0.9); 1.903(16.0); 1.298(1.4); 1.259(2.1); 1.235(1.1);0.146(0.9); 0.008(8.0); 0.000(229.0); −0.009(7.1); −0.150(0.9) I-1-271:HPLC-MS: logP = 2.47; mass (m/z): 363.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.146(2.3); 8.038(1.7); 8.032(1.8); 7.617(0.6);7.611(0.5); 7.602(0.4); 7.596(1.2); 7.580(0.5); 7.575(0.8); 7.559(0.4);7.423(1.4); 7.402(2.8); 7.394(2.1); 7.382(2.3); 7.373(3.4); 7.352(1.6);7.102(2.4); 7.096(2.8); 7.080 (2.0); 7.076(2.5); 6.936(3.2); 6.930(3.3);3.811(16.0); 3.328(486.3); 2.995(0.4); 2.680(0.7); 2.675(1.2); 2.671(1.6); 2.666(1.2); 2.541(53.6); 2.524(5.1); 2.519(8.0); 2.511(91.0);2.506(182.0); 2.502(239.8); 2.497(172.9); 2.493(82.2); 2.338(0.5);2.333(1.1); 2.328(1.5); 2.324(1.1); 0.008(0.6); 0.000(16.7); −0.009(0.4)I-1-272: HPLC-MS: log P = 2.48; mass (m/z): 325.1 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 10.113(5.2); 9.387(0.4); 8.021(7.9); 8.003(9.3);7.945(10.2); 7.932(4.2); 7.914(7.5); 7.896(9.4); 7.883(2.7); 7.875(1.5);7.869(1.5); 7.861(1.4); 7.830(3.3); 7.812(7.7); 7.794(5.3); 7.779(8.6);7.776(8.5); 7.761(10.4); 7.758(9.4); 7.742(3.6); 7.740(3.2); 7.591(1.8);7.576(4.0); 7.570(3.7); 7.560(2.8); 7.554(8.1); 7.548(2.9); 7.539(4.0);7.533(4.7); 7.517(2.3); 7.266(8.9); 7.245(16.0); 7.231(3.6); 7.224(7.8);7.210(1.6); 7.045(8.0); 7.039(7.8); 6.675(1.8); 6.669(1.8); 2.727(0.4);2.463(0.4); 2.184(0.7); 2.153(83.5); 2.120(0.5); 2.114(0.7); 2.108(0.8);2.101(0.6); 1.964(5.2); 1.958(6.4); 1.953(47.9); 1.946(89.3);1.940(124.6); 1.934(86.0); 1.928(44.1); 1.775(0.5); 1.769(0.7);1.763(0.5); 1.267(0.4); 0.008(1.5); 0.000(42.2); −0.009(1.4) I-1-273:HPLC-MS: logP = 2.89; mass (m/z): 340.2 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.037(8.6); 8.039(7.7); 7.635(1.1); 7.619(2.5);7.614(2.2); 7.597(4.8); 7.581(2.5); 7.576(3.1); 7.560(1.4); 7.401(7.3);7.393(8.7); 7.382(8.5); 7.372(16.0); 7.351(11.4); 7.335(4.2);7.234(4.5); 7.216(7.0); 7.197(3.0); 6.981(7.4); 6.969(10.7);6.963(14.8); 5.756(3.7); 3.323(59.0); 2.675(0.8); 2.670(1.0);2.666(0.8); 2.540(0.8); 2.506(126.6); 2.501(157.1); 2.497(113.6);2.332(0.8); 2.328(1.0); 2.324(0.8); 2.257(0.9); 2.244(2.0); 2.236(2.3);2.223(3.8); 2.210(2.3); 2.202(2.0); 2.189(1.0); 1.989(0.7); 1.175(0.4);0.954(2.5); 0.943(7.7); 0.938(7.9); 0.928(4.7); 0.922(7.6); 0.917(7.6);0.907(2.9); 0.705(3.1); 0.691(9.4); 0.682(8.8); 0.678(8.6); 0.666(2.5);0.146(0.4); 0.008(4.3); 0.000(84.1); −0.008(3.2); −0.150(0.4) I-1-274:HPLC-MS: logP = 2.85; mass (m/z): 346.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.297(4.4); 8.315(0.3); 8.062(3.4); 8.056(3.5);7.637(0.6); 7.621(1.2); 7.616(1.0); 7.605(0.8); 7.600(2.3); 7.594(0.9);7.583(1.0); 7.578(1.5); 7.563(0.7); 7.437(1.1); 7.421(1.4); 7.417(2.2);7.402(3.3); 7.397(5.5); 7.381 (2.5); 7.376(6.6); 7.355(3.1); 7.171(3.6);7.153(3.1); 7.144(2.0); 7.121(3.0); 7.100(1.6); 6.953(5.9); 6.947(5.9);3.327(306.3); 2.678(2.1); 2.671(1.8); 2.666(1.7); 2.660(5.5);2.641(5.4); 2.622(1.8); 2.541(42.5); 2.524(4.3); 2.519(7.1);2.511(82.9); 2.506(164.3); 2.502(213.7); 2.497(155.5); 2.493(76.3);2.337(0.5); 2.333(1.0); 2.328(1.4); 2.324(1.0); 2.074(7.1); 1.259(0.4);1.235(0.6); 1.203(7.2); 1.184(16.0); 1.165(7.0); 1.149(0.7); 0.008(1.1); 0.000(32.5); −0.009(1.3) I-1-275: HPLC-MS: logP = 1.47; mass(m/z): 329.1 (M + H)⁺; 1H-NMR(400.0 MHz, DMSO-D₆): δ = 11.235(3.8);8.593(2.5); 8.588(2.7); 8.580(2.7); 8.576(2.7); 8.315(0.7); 8.068(3.1);8.062(3.1); 7.872(1.8); 7.868(1.9); 7.853(2.0); 7.849(2.0); 7.639(0.5);7.623(1.2); 7.617(0.9); 7.607(0.8); 7.602(2.4); 7.596(0.9); 7.585 (1.1);7.580(1.6); 7.564(0.7); 7.398(3.8); 7.377(6.3); 7.357(3.0); 7.335(2.0);7.323(2.1); 7.316(2.1); 7.304(1.9); 6.965(4.9); 6.958(4.9);3.334(505.9); 2.915(1.7); 2.897(5.3); 2.878(5.4); 2.859(1.8);2.680(1.2); 2.675(2.5); 2.671(3.5); 2.666(2.5); 2.662(1.2); 2.541(60.7);2.524(10.3); 2.519(15.9); 2.511(199.0); 2.506(400.9); 2.502(526.4);2.497(373.9); 2.492(174.8); 2.419(0.4); 2.338(1.2); 2.333(2.5);2.328(3.5); 2.324(2.4); 2.319(1.1); 2.074(13.8); 1.298(0.6); 1.259(1.0);1.248(7.5); 1.229(16.0); 1.210(7.1); 1.147(0.3); 0.008(2.8);0.000(83.4); −0.009(2.2) I-1-276: HPLC-MS: logP = 2.72; mass (m/z):386.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.563(9.8); 8.090(8.0);8.084(8.0); 7.774(0.8); 7.754(2.5); 7.746(1.4); 7.735(5.8); 7.721(9.3);7.701(16.0); 7.685(4.5); 7.680(3.4); 7.639(1.3); 7.623(2.6); 7.617(2.3);7.607(1.8); 7.601(5.3); 7.596(2.2); 7.585(2.4); 7.580(3.4); 7.564(1.5);7.401(8.6); 7.379(14.4); 7.359(6.5); 6.927(13.6); 6.921(13.5);3.517(0.6); 3.351(103.3); 2.714(0.5); 2.544(105.9); 2.527(0.8);2.522(0.8); 2.513(10.6); 2.509(21.8); 2.504(29.2); 2.500(21.8);2.496(10.8); 2.370(0.5); 0.000(2.0) I-1-277: HPLC-MS: logP = 2.74; mass(m/z): 431.8 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.408(2.5);8.080(1.8); 8.074(1.8); 7.740(1.9); 7.722(1.9); 7.720(2.0); 7.623(0.6);7.617(0.5); 7.608(0.4); 7.602(1.2); 7.596(0.5); 7.586(0.5); 7.581(0.8);7.565(0.4); 7.410(0.3); 7.401(2.1); 7.379(4.1); 7.359(3.3); 7.337 (1.1);7.335(1.1); 7.284(1.0); 7.268(1.1); 7.264(1.2); 7.249(1.2); 7.243(0.6);7.228(0.6); 6.943(3.3); 6.937(3.2); 4.116(1.0); 4.103(3.1); 4.089(3.1);4.076(1.1); 3.328(12.9); 3.176(16.0); 3.163(15.4); 2.524(0.3);2.510(5.9); 2.506(11.7); 2.501(15.3); 2.497(10.9); 2.492(5.1);0.008(0.3); 0.000(9.3) I-1-278: HPLC-MS: logP = 2.60; mass (m/z): 318.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.109(8.0); 8.066(7.6);8.060(7.5); 7.695(2.5); 7.691(2.9); 7.676(4.8); 7.672(5.4); 7.657(3.0);7.653(3.0); 7.640(1.5); 7.625(3.1); 7.618(2.4); 7.609(2.0); 7.603(6.2);7.597(3.6); 7.592(2.3); 7.586(3.0); 7.582(5.1); 7.579 (4.3); 7.576(3.2);7.572(2.7); 7.565(3.9); 7.560(3.0); 7.558(3.8); 7.553(2.2); 7.544(2.1);7.539(1.8); 7.409(1.5); 7.405(2.6); 7.400(9.8); 7.387(2.0); 7.379(16.0);7.358(7.6); 7.352(2.5); 7.346(4.6); 7.326(9.0); 7.321(5.3); 7.319(4.5);7.310(9.0); 7.308(8.3); 7.300(3.7); 7.298(3.6); 7.291(4.5); 7.289(3.7);6.945(10.0); 6.939(9.8); 3.424(0.4); 3.412(0.5); 3.399(0.6);3.344(657.4); 2.712(0.4); 2.681(0.3); 2.676(0.7); 2.672(1.0);2.667(0.8); 2.663(0.4); 2.542(109.0); 2.525(2.9); 2.520(4.5);2.512(57.6); 2.507(116.9); 2.503(155.0); 2.498(111.8); 2.494(53.0);2.368(0.4); 2.339(0.4); 2.334(0.8); 2.330(1.0); 2.325(0.8); 2.320(0.4);0.000(4.6) I-1-279: HPLC-MS: logP = 2.00; mass (m/z): 319.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.330(9.6); 8.391(5.3); 8.381(5.1);8.379(5.2); 8.317(0.4); 8.269(3.1); 8.265(3.0); 8.251(3.8); 8.246(5.8);8.241(3.3); 8.227(3.3); 8.222(2.9); 8.088(8.6); 8.083(8.4); 7.643(1.5);7.627(3.1); 7.621(2.7); 7.612(2.3); 7.606 (6.1); 7.600(2.6); 7.590(2.9);7.585(3.9); 7.569(1.9); 7.519(0.4); 7.507(3.7); 7.502(3.8); 7.494(3.9);7.489(5.6); 7.484(3.8); 7.476(3.5); 7.471(3.3); 7.404(9.6); 7.383(16.0);7.362(7.4); 6.946(12.0); 6.940(11.6); 3.324(126.4); 3.063(2.4);2.998(0.5); 2.897(0.5); 2.680(0.7); 2.675(1.3); 2.671(1.7); 2.666(1.3);2.662(0.6); 2.541(32.6); 2.524(6.8); 2.511(100.3); 2.506(194.4);2.502(252.1); 2.497(182.2); 2.493(87.8); 2.338(0.6); 2.333(1.2);2.329(1.7); 2.324(1.2); 2.320(0.6); 0.008(2.8); 0.000(68.7); −0.008(2.4)I-1-280 HPLC-MS: logP = 2.75; mass (m/z): 330.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 10.544(2.3); 8.047(1.9); 8.042(1.9); 7.782(1.5);7.777(1.6); 7.762(1.6); 7.758(1.6); 7.642(0.4); 7.627(0.7); 7.620(0.6);7.611(0.5); 7.605(1.5); 7.599(0.5); 7.589(0.6); 7.584(0.9); 7.568(0.4);7.553(0.8); 7.548(0.8); 7.534 (1.1); 7.532(1.3); 7.528(1.1); 7.514(1.0);7.509(1.0); 7.405(0.4); 7.400(0.6); 7.395(2.4); 7.383(0.5); 7.374(3.9);7.354(1.8); 7.348(0.5); 7.210(2.1); 7.189(1.8); 7.106(1.2); 7.104(1.2);7.087(2.0); 7.086(2.0); 7.069(1.0); 7.067(1.0); 6.960(3.1); 6.953(3.1);5.756(0.6); 3.931(16.0); 3.324(20.7); 2.524(0.7); 2.519(1.1);2.511(12.2); 2.506(24.6); 2.502(32.6); 2.497(23.4); 2.493(11.1);0.008(0.6); 0.000(18.2); −0.009(0.6) I-1-281: HPLC-MS: logP = 2.43; mass(m/z): 304.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.776(0.7);7.719(1.8); 7.716(1.8); 7.713(1.7); 7.523(0.6); 7.517(0.6); 7.507(0.4);7.502(1.3); 7.496(0.5); 7.486(0.7); 7.480(0.8); 7.465(0.4); 7.390(2.6);7.385(2.5); 7.218(0.4); 7.208(2.1); 7.196(0.5); 7.187(3.6); 7.178(0.4);7.166(1.8); 6.977(2.6); 6.971(2.5); 6.820(2.7); 6.815(2.5); 5.446(1.0);2.666(0.5); 2.587(16.0); 2.522(1.4); 2.138(3.5); 1.963(0.7); 1.952(5.6);1.945(10.3); 1.939(13.9); 1.933(9.4); 1.927(4.8); 1.372(0.7);1.276(0.9); 1.269(0.5); 0.000(5.1) I-1-282: HPLC-MS: logP = 2.80; mass(m/z): 356.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.324(9.3);11.220(0.4); 8.212(0.5); 8.205(0.5); 8.094(0.4); 8.082(7.5); 8.076(7.4);7.917(10.0); 7.905(10.6); 7.649(1.3); 7.633(2.7); 7.628(2.2);7.617(1.9); 7.612(5.3); 7.606(2.1); 7.595(2.3); 7.590(3.4); 7.575(1.6);7.565(4.2); 7.426(9.5); 7.416(2.4); 7.409(16.0); 7.396(12.8);7.386(14.6); 7.365(6.8); 7.288(4.4); 6.934(0.9); 6.927(0.9);6.895(12.3); 6.889(12.5); 6.729(0.8); 5.757(2.8); 3.324(116.7);3.051(0.4); 2.680(0.5); 2.675(1.0); 2.671(1.3); 2.666(1.0); 2.662(0.5);2.541(7.1); 2.524(4.0); 2.519(6.4); 2.511(76.7); 2.506(152.6);2.502(199.6); 2.497(143.6); 2.493(68.4); 2.347(2.9); 2.338(0.6);2.333(1.0); 2.328(1.4); 2.324(1.0); 2.320(0.5); 0.008(1.8); 0.000(53.6);−0.009(1.7) I-1-283: HPLC-MS: logP = 2.27; mass (m/z): 372.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.784(4.2); 8.317(0.5); 8.057(3.6);8.051(3.6); 7.639(0.6); 7.623(1.2); 7.618(1.1); 7.607(1.0); 7.602(2.4);7.586(1.3); 7.580(1.6); 7.565(0.8); 7.399(4.1); 7.378(6.8); 7.357(3.3);7.266(2.1); 7.131(4.8); 6.997(2.3); 6.861 (4.2); 6.855(4.1); 4.170(0.4);3.810(16.0); 3.537(0.6); 3.321(520.2); 3.035(0.4); 2.861(0.3);2.795(0.4); 2.718 (0.4); 2.675(6.3); 2.670(8.4); 2.666(6.1);2.541(12.5); 2.523(32.0); 2.510(491.8); 2.506(943.2); 2.501(1214.7);2.497(877.5); 2.492(424.1); 2.412(0.5); 2.332(5.9); 2.328(8.0);2.323(5.8); 1.235(0.3); 1.147(0.8); 0.933(0.5); 0.146(1.3); 0.008(12.2);0.000(297.3); −0.009(10.4); −0.150(1.3) I-1-284: HPLC-MS: logP = 2.82;mass (m/z): 374.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.493(7.8);8.316(1.2); 8.082(8.3); 8.076(8.1); 7.923(7.9); 7.910(8.3); 7.646(1.4);7.631(2.9); 7.625(2.3); 7.615(1.9); 7.609(5.7); 7.603(2.1); 7.593(2.5);7.588(3.7); 7.572(1.6); 7.448(15.3); 7.435(14.5); 7.404(9.7);7.383(16.0); 7.362(7.3); 6.888(6.9); 6.882(6.8); 3.321(329.2);2.679(2.0); 2.675(4.3); 2.670(5.8); 2.666(4.3); 2.661(2.0); 2.596(0.3);2.524(18.6); 2.510(332.4); 2.506(666.1); 2.501(876.1); 2.497(627.6);2.492(297.5); 2.417(0.5); 2.337(2.0); 2.333(4.1); 2.328(5.8);2.324(4.1); 2.319(1.9); 1.398(0.9); 1.336(0.6); 1.298(0.4); 1.258(0.5);1.250(0.7); 0.146(2.3); 0.008(19.4); 0.000(544.0); −0.009(17.4);−0.021(0.7); −0.150(2.3) I-1-285: HPLC-MS: logP = 2.65; mass (m/z):330.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.119(3.4); 8.758(5.0);8.752(5.2); 8.583(4.6); 8.577(4.2); 8.316(0.4); 8.098(2.8); 8.092(2.8);7.645(0.5); 7.629(1.0); 7.623(0.8); 7.613(0.7); 7.608(2.0); 7.602(0.7);7.591(0.8); 7.586(1.3); 7.571(0.6); 7.414(0.5); 7.404 (3.4); 7.383(5.5);7.362(2.6); 7.357(0.7); 6.975(5.2); 6.969(5.1); 3.324(200.9);3.310(1.5); 3.106(1.7); 3.087(5.3); 3.068(5.4); 3.050(1.8); 2.680(0.4);2.675(0.9); 2.671(1.3); 2.666(0.9); 2.662(0.4); 2.541(8.9); 2.524(3.3);2.519(5.5); 2.511(71.7); 2.506(145.0); 2.502(190.3); 2.497(134.9);2.493(63.2); 2.338(0.4); 2.333(0.9); 2.328(1.2); 2.324(0.9); 2.319(0.4);2.074(6.1); 1.287(7.3); 1.268(16.0); 1.259(0.7); 1.249(7.3); 1.235(0.6);0.008(1.5); 0.000(45.7); −0.009(1.3) I-1-286: HPLC-MS: logP = 2.33; mass(m/z): 352.9 (M + H)⁺; ¹H-NMR [CD₃CN] 6.98(d, 1H), 7.05-7.11(m, 2H),7.50- 7.55(m, 1H), 7.91-7.92(m, 1H), 8.03(d, 1H), 8.39(d, 1H), 9.43(br.s, 1H). I-1-287: HPLC-MS: logP = 2.76; mass (m/z): 386.1 (M + H)⁺;1¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.415(10.6); 8.074(8.2); 8.068(8.1);7.851(1.9); 7.838(2.2); 7.831(3.9); 7.818(3.9); 7.811(2.7); 7.798(2.4);7.634(3.8); 7.623(3.2); 7.616(4.3); 7.607(5.5); 7.601(7.1); 7.596(2.4);7.585(5.3); 7.580(4.6); 7.564(1.7); 7.497(7.0); 7.478(6.3); 7.408(1.5);7.399(9.6); 7.378(16.0); 7.357(7.5); 6.905(15.3); 6.899(15.2);4.583(0.4); 3.512(3.8); 3.492(0.6); 3.478(0.7); 3.466(0.5); 3.463(0.4);3.456(0.4); 3.424(1.1); 3.411(1.2); 3.397(1.3); 3.339(1044.4);3.277(0.5); 2.995(0.4); 2.712(0.5); 2.681(0.6); 2.676(1.3); 2.672(1.8);2.667(1.3); 2.663(0.6); 2.542(136.0); 2.525(5.1); 2.520(7.9);2.512(98.7); 2.507(197.8); 2.502(262.0); 2.498(190.3); 2.493(90.8);2.368(0.5); −0.009(0.7) I-1-2 I-1-288: HPLC-MS: logP = 2.64; mass (m/z):415.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.883(10.6);8.053(7.9); 8.047(7.8); 7.922(15.8); 7.917(16.0); 7.641(1.2);7.625(2.6); 7.619(2.2); 7.610(1.8); 7.604(5.1); 7.598(2.1); 7.588(2.4);7.583(3.3); 7.567(1.5); 7.408(1.5); 7.399(8.8); 7.378(14.3); 7.357(6.6);6.909(16.0); 6.904(15.9); 6.887(12.9); 6.881(12.6); 5.757(15.4);3.329(22.4); 2.512(19.9); 2.508(38.2); 2.503(49.3); 2.499(35.5);2.495(17.0); 2.087(2.7); 1.990(1.1); 1.397(0.7); 1.175(0.5); 0.008(1.6);0.000(31.5); −0.008(1.1) I-1-289: HPLC-MS: logP = 3.19; mass (m/z):405.1 (M + H)⁺; 1¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.886(2.7);8.140(1.6); 8.136(1.7); 7.631(0.5); 7.627(0.5); 7.617(1.0); 7.606(0.5);7.603(0.6); 7.410(1.7); 7.396(2.9); 7.382(1.4); 6.980(2.9); 6.976(3.0);3.870(16.0); 3.358(196.3); 2.760(3.9); 2.748(4.1); 2.553(49.9);2.534(0.4); 2.531(0.5); 2.528(0.4); 2.519(11.2); 2.516(25.8);2.513(37.1); 2.510(27.8); 2.507(13.9); 2.046(0.4); 2.035(0.7);2.024(0.9); 2.013(0.8); 2.001(0.4); 0.951(13.6); 0.940(13.5) I-1-290:HPLC-MS: logP = 2.93; mass (m/z): 391.1 (M + H)⁺; 1¹H-NMR(601.6 MHz,DMSO-D₆): δ = 11.859(2.7); 8.138(1.8); 8.134(1.8); 7.633(0.5);7.629(0.5); 7.619(1.0); 7.608(0.5); 7.605(0.7); 7.410(1.8); 7.396(3.1);7.382(1.5); 6.978(3.0); 6.974(3.0); 3.869(16.0); 3.519(0.4); 3.508(1.0);3.496(1.4); 3.485(1.0); 3.473(0.4); 3.349(170.5); 2.552(53.4);2.534(0.5); 2.531(0.5); 2.519(8.2); 2.516(17.4); 2.513(24.1);2.510(18.0); 2.507(8.9); 1.285(14.7); 1.273(14.7) I-1-291: HPLC-MS: logP= 2.80; mass (m/z): 373.1 (M + H)⁺; 1¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.653(2.1); 8.316(0.3); 8.112(1.9); 8.106(1.9); 7.631(0.6); 7.625(0.6);7.615(0.5); 7.609(1.3); 7.604(0.5); 7.593(0.6); 7.588(0.8); 7.572(0.4);7.406(2.1); 7.385(3.5); 7.364(1.6); 6.912(3.1); 6.905(3.1);3.326(270.7); 2.680(0.6); 2.675(1.2); 2.671(1.7); 2.666(1.2);2.662(0.6); 2.541(2.4); 2.524(5.2); 2.519(8.2); 2.511(94.7); 2.506(189.4); 2.502(249.0); 2.497(180.2); 2.493(87.3); 2.422(16.0);2.337(0.5); 2.333(1.2); 2.328(1.6); 2.324(1.2); 2.319(0.5); 2.074(3.4);1.235(0.4); 0.008(1.4); 0.000(40.9); −0.009(1.4) I-1-292: HPLC-MS: logP= 3.33; mass (m/z): 405.1 (M + H)⁺; 1¹H-NMR(601.6 MHz, DMSO-D₆): δ =11.866(1.1); 8.130(0.8); 8.126(0.8); 7.616(0.4); 7.408(0.7); 7.393(1.3);7.380(0.6); 6.962(1.3); 6.958(1.3); 3.841(6.8); 3.3754(253.8);3.3745(256.5); 2.552(20.7); 2.534(0.4); 2.531(0.5); 2.528(0.5);2.519(8.5); 2.516(17.7); 2.513(24.3); 2.510(18.0); 2.507(8.8);1.401(16.0) I-1-293: HPLC-MS: logP = 4.15; mass (m/z): 394.1 (M + H)⁺;¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.298(0.9); 8.087(0.8); 8.084(0.8);7.611(0.5); 7.396(0.8); 7.382(1.4); 7.368(0.7); 6.923(0.8); 6.920(0.8);3.843(5.2); 3.340(158.7); 2.542(10.3); 2.523(0.3); 2.520(0.4);2.517(0.4); 2.508(13.3); 2.505(29.0); 2.502(40.4); 2.499(29.7);2.497(14.6); 1.352(16.0) I-1-294: HPLC-MS: logP = 2.34; mass (m/z):368.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.537(3.0); 8.107(3.1);8.104(3.1); 7.646(0.5); 7.636(1.2); 7.632(1.1); 7.621(2.1); 7.611(1.1);7.607(1.4); 7.597(0.6); 7.408(3.5); 7.393(6.2); 7.380(3.0); 7.109(1.1);7.018(2.4); 6.941(2.6); 6.938(2.6); 6.927(1.3); 3.858 (15.0);3.349(973.1); 2.628(0.7); 2.625(1.0); 2.622(0.8); 2.552(19.9);2.534(1.5); 2.531(1.9); 2.528(1.8); 2.519(53.0); 2.516(118.1);2.513(166.3); 2.510(120.3); 2.507(57.5); 2.400(0.8); 2.397(1.1);2.394(0.8); 2.303(0.5); 2.270(16.0); 1.246(0.6); 0.010(0.4) I-1-295:HPLC-MS: logP = 2.25; mass (m/z): 370.0 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 9.479(1.6); 9.444(13.2); 9.182(16.0); 7.788(7.7);7.785(7.4); 7.783(7.4); 7.559(1.3); 7.550(0.4); 7.543(2.8); 7.537(2.5);7.528(1.9); 7.522(5.6); 7.516(2.0); 7.506(2.7); 7.500(3.2); 7.485(1.6);7.427(0.5); 7.420(0.5); 7.241(0.4); 7.236(0.6); 7.227(2.2); 7.218(8.3);7.205(2.9); 7.197(13.9); 7.188(1.8); 7.176(7.1); 7.167(1.4);6.993(10.7); 6.986(10.7); 6.972(1.2); 6.966(1.1); 5.447(12.0);4.085(0.4); 4.067(1.3); 4.050(1.3); 4.032(0.4); 2.147(20.3);2.143(17.2); 2.107(0.4); 1.971(5.9); 1.964(2.2); 1.958(2.7);1.952(20.5); 1.946(38.1); 1.940(53.1); 1.933(36.7); 1.927(19.0);1.436(1.9); 1.383(0.3); 1.372(8.7); 1.340(1.5); 1.300(0.4); 1.285(2.2);1.277(9.3); 1.221 (1.6); 1.217(0.4); 1.203(3.0); 1.185(1.5); 0.008(0.7);0.000(17.7); −0.009(0.6) I-1-296: HPLC-MS: logP = 3.14; mass (m/z):422.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.952(0.3);11.701(11.4); 8.316(0.6); 8.112(8.3); 8.106(8.4); 8.090(2.3);8.086(2.5); 8.069(2.8); 8.065(2.8); 8.060(2.6); 8.047(2.3); 7.642(1.3);7.626(2.8); 7.620(2.3); 7.610(1.9); 7.604(5.6); 7.599(2.1); 7.588(2.5);7.583(3.6); 7.567(1.6); 7.404(9.5); 7.383(16.0); 7.362(7.3); 7.280(0.3);6.910(14.6); 6.904(14.6); 5.756(0.5); 3.323(119.2); 3.021(0.5);2.829(0.5); 2.676(1.0); 2.671(1.4); 2.667(1.0); 2.541(0.8); 2.524(3.7);2.511(80.1); 2.507(161.9); 2.502(212.2); 2.498(150.7); 2.493(71.2);2.333(1.0); 2.329(1.4); 2.324(1.0); 2.179(0.5); 1.259(0.5); 1.236(7.0);0.854(0.7); 0.146(0.3); 0.008(2.6); 0.000(74.7); −0.008(2.4) I-1-297:HPLC-MS: logP = 2.76; mass (m/z): 319.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.180(3.1); 8.075(2.9); 8.069(2.8); 7.648(0.4);7.632(0.9); 7.626(0.8); 7.616(0.7); 7.611(1.9); 7.605(0.7); 7.595(0.9);7.589(1.2); 7.574(0.5); 7.402(3.1); 7.381(5.2); 7.360(2.4); 6.894(3.7);6.887(3.6); 3.325(92.7); 2.675(0.5); 2.671(0.7); 2.666(0.5); 2.541(0.5);2.524(1.8); 2.510(42.2); 2.506(82.7); 2.502(106.4); 2.497(75.8);2.493(35.9); 2.399(15.2); 2.333(0.5); 2.329(0.7); 2.324(0.5);2.071(16.0); 1.989(0.3); 0.000(42.0); −0.008(1.4) I-1-298: HPLC-MS: logP= 2.76; mass (m/z): 398.0 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ =11.235(2.3); 8.102(2.1); 8.099(2.1); 7.647(0.3); 7.637(0.7); 7.633(0.7);7.623(1.4); 7.612(0.7); 7.608(0.9); 7.598(0.4); 7.407(2.3); 7.393(4.1);7.379(2.0); 6.940(1.9); 6.936(2.0); 3.881(14.2); 3.354(657.5);2.628(0.3); 2.625(0.5); 2.622(0.3); 2.552(9.2); 2.534(0.7); 2.531(0.8);2.528(0.8); 2.519(23.5); 2.516(52.2); 2.513(73.6); 2.510(53.9);2.507(25.7); 2.397(0.5); 2.394(0.4); 2.168(16.0); 0.010(0.5) I-1-299:HPLC-MS: logP = 2.84; mass (m/z): 398.0 (M + H)⁺; ¹H-NMR(601.6 MHz,DMSO-D₆): δ = 11.354(4.1); 8.108(3.4); 8.105(3.4); 7.672(7.7);7.648(0.5); 7.638(1.2); 7.634(1.1); 7.623(2.1); 7.613(1.2); 7.609(1.4);7.599(0.6); 7.408(3.5); 7.394(6.2); 7.381(3.0); 6.947(3.8); 6.943(3.8);4.294(1.6); 4.282(5.1); 4.270 (5.2); 4.258(1.8); 3.355(364.0);3.353(606.6); 3.005(0.9); 2.625(0.5); 2.552(54.1); 2.534(0.8);2.531(1.0); 2.528(1.0); 2.519(27.5); 2.516(59.1); 2.513(81.5);2.510(59.6); 2.507(29.0); 2.397(0.5); 1.367(7.4); 1.355(16.0);1.343(7.5); 1.246(0.4); 0.010(0.5) I-1-300: HPLC-MS: logP = 3.15; mass(m/z): 412.0 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.267(2.3);8.100(2.0); 8.097(2.0); 7.648(0.3); 7.638(0.7); 7.634(0.7); 7.623(1.4);7.613(0.7); 7.609(0.9); 7.599(0.4); 7.407(2.2); 7.393(3.9); 7.379(1.9);6.939(2.1); 6.935(2.1); 4.226(1.0); 4.214(2.9); 4.202(3.0); 4.190 (1.0);3.351(498.7); 2.625(0.4); 2.552(3.9); 2.534(0.6); 2.531(0.8);2.528(0.8); 2.519(21.5); 2.516(47.9); 2.513(67.3); 2.510(48.7);2.507(23.6); 2.397(0.4); 2.181(16.0); 1.346(4.7); 1.334(10.3);1.322(4.7); 0.010(0.5) I-1-301: HPLC-MS: logP = 2.37; mass (m/z): 384.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.334(2.2); 8.316(0.7);8.109(5.4); 8.042(1.7); 8.036(1.7); 7.620(0.6); 7.615(0.5); 7.605(0.4);7.599(1.2); 7.593(0.5); 7.582(0.5); 7.577(0.8); 7.562(0.3); 7.396(2.0);7.375(3.3); 7.354(1.6); 6.880(2.3); 6.873(2.3); 3.925 (16.0);3.324(216.8); 2.675(1.1); 2.671(1.5); 2.666(1.1); 2.541(1.0);2.524(3.9); 2.511(88.5); 2.506(180.0); 2.502(236.5); 2.497(168.4);2.493(79.2); 2.333(1.1); 2.328(1.5); 2.324(1.1); 0.146(0.8); 0.008(6.3);0.000(174.5); −0.009(5.7); −0.150(0.7) I-1-302: HPLC-MS: logP = 2.50;mass (m/z): 382.0 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.319(2.5);8.110(2.2); 8.106(2.3); 7.657(5.0); 7.648(0.5); 7.638(0.8); 7.634(0.7);7.623(1.5); 7.613(0.8); 7.609(1.0); 7.599(0.4); 7.409(2.5); 7.395(4.3);7.381(2.1); 6.949(2.2); 6.945(2.3); 3.949(16.0); 3.351(381.4);3.005(0.7); 2.625(0.3); 2.552(35.7); 2.534(0.6); 2.531(0.7); 2.528(0.6);2.519(16.5); 2.516(36.9); 2.513(52.2); 2.510(38.7); 2.507(18.8);2.397(0.3) I-1-303: HPLC-MS: logP = 3.37; mass (m/z): 452.0 (M + H)⁺;¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.645(3.6); 8.129(2.6); 8.125(2.6);7.643(0.4); 7.632(0.8); 7.629(0.8); 7.618(1.5); 7.608(0.8); 7.604(0.9);7.594(0.4); 7.403(2.5); 7.389(4.3); 7.375(2.1); 6.950(4.0); 6.946(4.0);4.024(16.0); 3.340(237.0); 2.995(1.4); 2.614(0.4); 2.542(95.9);2.524(0.6); 2.520(0.8); 2.517(0.7); 2.509(21.2); 2.506(47.7);2.503(67.6); 2.499(48.5); 2.496(23.1); 2.387(0.4); 2.384(0.3);0.000(0.7) I-1-304: HPLC-MS: logP = 3.38; mass (m/z): 398.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.720(3.2); 8.043(2.7); 8.037(2.7);7.635(0.4); 7.619(0.8); 7.614(0.8); 7.603(0.6); 7.598(1.7); 7.592(0.7);7.582(0.8); 7.577(1.1); 7.561(0.5); 7.393(3.0); 7.372(4.9); 7.351(2.2);6.893(2.2); 6.887(2.2); 5.757(0.8); 3.327 (95.9); 2.676(0.3);2.671(0.4); 2.667(0.3); 2.506(52.2); 2.502(68.5); 2.497(50.3);2.395(15.8); 2.333(0.4); 2.329(0.5); 2.324(0.4); 2.248(16.0);2.232(0.8); 0.008(0.8); 0.000(17.4); −0.008(0.7) I-1-305: HPLC-MS: logP= 2.61; mass (m/z): 385.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.108(9.1); 8.316(0.6); 8.212(11.4); 8.203(11.7); 8.053(8.5);8.047(8.5); 7.773(14.7); 7.765(14.0); 7.638(1.3); 7.623(2.9);7.617(2.4); 7.607(2.0); 7.601(5.7); 7.596(2.2); 7.585(2.6); 7.580(3.7);7.564(1.6); 7.399(9.7); 7.377(16.0); 7.357(7.2); 6.922(7.2); 6.917(7.2);5.757(1.0); 4.056(0.4); 4.038(1.2); 4.020(1.2); 4.002(0.4);3.327(323.2); 2.689(1.0); 2.675(1.1); 2.671(1.5); 2.666(1.1);2.541(1.1); 2.524(5.0); 2.511(86.5); 2.506(173.0); 2.502(227.5);2.497(164.2); 2.493(79.4); 2.333(1.0); 2.329(1.4); 2.324(1.1);1.989(5.2); 1.398(1.0); 1.351(0.4); 1.259(0.4); 1.233(0.6); 1.193(1.4);1.175(2.7); 1.157(1.4); 0.008(2.7); 0.000(66.0); −0.008(2.5) I-1-306:HPLC-MS: logP = 3.11; mass (m/z): 388.0 (M + H)⁺; ¹H-NMR(601.6 MHz,DMSO-D₆): δ = 11.612(3.2); 8.121(2.6); 8.117(2.8); 7.943(1.0);7.847(2.4); 7.752(1.2); 7.651(0.4); 7.641(0.8); 7.637(0.8); 7.626(1.5);7.616(0.8); 7.612(1.0); 7.602(0.4); 7.409(2.5); 7.395(4.5); 7.381(2.1);6.931(3.4); 6.927(3.5); 3.409 (2.1); 3.406(2.9); 3.385(2693.6);3.359(2.2); 2.625(0.8); 2.552(8.8); 2.534(1.2); 2.531(1.5); 2.528(1.5);2.519 (43.2); 2.516(94.9); 2.513(133.7); 2.510(99.7); 2.507(49.2);2.397(0.8); 2.275(16.0); 1.243(1.0); 0.008(0.5) I-1-307: HPLC-MS: logP =2.78; mass (m/z): 352.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =9.141(0.8); 7.772(1.9); 7.769(1.8); 7.766(1.9); 7.552(0.3); 7.536(0.7);7.530(0.7); 7.521(0.4); 7.515(1.5); 7.509(0.5); 7.499(0.7); 7.493(0.9);7.478(0.4); 7.222(0.4); 7.218(0.6); 7.213(2.3); 7.200(0.5); 7.192(3.8);7.183(0.5); 7.171(1.9); 7.162(0.4); 6.987(1.8); 6.981(1.8); 4.014(16.0);2.210(17.3); 2.177(0.7); 2.156(4.7); 1.959(0.4); 1.953(3.6); 1.947(6.7);1.941(9.5); 1.935(6.6); 1.929(3.5); 1.371(1.0); 1.276(1.1); 0.008(0.5);0.000(12.8); −0.009(0.6) I-1-308: HPLC-MS: logP = 2.61; mass (m/z):352.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 10.355(3.9);8.180(10.0); 8.055(2.7); 8.051(2.7); 7.633(0.4); 7.623(0.9); 7.619(0.8);7.612(0.6); 7.608(1.7); 7.605(0.6); 7.598(0.8); 7.594(1.1); 7.584(0.4);7.400(2.9); 7.386(4.9); 7.372(2.5); 6.899(2.9); 6.895(2.9); 4.217(2.0);4.205(6.1); 4.193(6.2); 4.181(2.0); 3.386(0.3); 3.384(0.3); 3.379(0.4);3.373(0.9); 3.359(357.8); 3.343 (0.4); 3.339(0.7); 3.337(0.7);2.552(28.7); 2.534(0.4); 2.531(0.5); 2.528(0.5); 2.519(12.4);2.516(27.6); 2.513 (38.8); 2.510(27.9); 2.507(12.9); 1.446(7.3);1.434(16.0); 1.422(7.4) I-1-309: HPLC-MS: logP = 3.15; mass (m/z): 366.1(M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.237(2.3); 8.102(2.2);8.098(2.2); 7.649(0.3); 7.638(0.7); 7.634(0.7); 7.624(1.4); 7.613(0.7);7.610(0.8); 7.599(0.4); 7.408(2.3); 7.394(4.0); 7.380(1.9); 6.938(1.9);6.934(1.9); 4.239(1.0); 4.227(3.1); 4.215(3.1); 4.203 (1.0);3.346(381.3); 3.006(1.7); 2.625(0.4); 2.552(81.0); 2.534(0.7);2.531(0.8); 2.528(0.8); 2.519(22.8); 2.516(50.5); 2.513(71.5);2.510(52.9); 2.507(25.4); 2.397(0.4); 2.184(16.0); 1.347(4.8);1.335(10.4); 1.323(4.8); 1.246(0.3); 0.011(0.5) I-1-310: HPLC-MS: logP =3.28; mass (m/z): 411.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ =11.875(3.1); 8.147(2.1); 8.143(2.1); 7.637(0.7); 7.633(0.6); 7.622(1.2);7.612(0.7); 7.608(0.8); 7.598(0.3); 7.408(2.1); 7.394(3.6); 7.380(1.8);6.961(3.6); 6.957(3.6); 4.900(0.4); 4.889(1.2); 4.878(1.6); 4.867(1.2);4.856 (0.4); 3.364(0.4); 3.337(831.4); 2.995(1.4); 2.617(0.6);2.614(0.8); 2.611(0.6); 2.542(64.8); 2.523(1.4); 2.520 (1.7);2.517(1.7); 2.508(42.8); 2.505(93.3); 2.502(129.3); 2.499(92.8);2.496(43.5); 2.390(0.6); 2.386(0.8); 2.383(0.6); 1.477(15.9);1.467(16.0); 1.235(0.5); 0.000(1.3) I-1-311: HPLC-MS: logP = 2.46; mass(m/z): 338.0 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.297(2.2);8.110(2.2); 8.106(2.2); 7.665(4.3); 7.648(0.4); 7.638(0.8); 7.634(0.7);7.623(1.4); 7.613(0.8); 7.609(0.9); 7.599(0.4); 7.409(2.4); 7.395(4.1);7.381(2.0); 6.946(1.9); 6.942(1.9); 3.949(16.0); 3.353(587.8);3.005(0.6); 2.625(0.5); 2.622(0.3); 2.552(32.7); 2.534(0.7); 2.531(0.8);2.528(0.8); 2.519(26.8); 2.516(56.6); 2.513(77.3); 2.510(56.3);2.507(27.1); 2.400(0.4); 2.397(0.5); 2.394(0.4) I-1-312: HPLC-MS: logP =2.70; mass (m/z): 383.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.784(0.3); 11.027(2.6); 8.315(0.4); 8.080(1.9); 8.074(1.9);7.631(0.7); 7.625(0.6); 7.615(0.5); 7.609(1.3); 7.604(0.6); 7.593(0.6);7.588(0.8); 7.572(0.4); 7.414(0.7); 7.405(2.2); 7.384(3.6); 7.363(1.7);6.955(0.4); 6.949(0.4); 6.900(2.1); 6.894(2.0); 5.756(0.8); 4.230(16.0);4.078(1.9); 3.321(134.4); 2.675(0.9); 2.671(1.1); 2.666(0.8);2.541(0.7); 2.523(3.8); 2.510(67.6); 2.506(130.2); 2.502(168.1);2.497(120.8); 2.493(58.3); 2.333(0.8); 2.328(1.1); 2.324(0.8);1.234(0.4); 0.008(3.2); 0.000(70.6); −0.009(2.4); −0.150(0.3) I-1-313:HPLC-MS: logP = 3.68; mass (m/z): 380.1 (M + H)⁺; ¹H-NMR(601.6 MHz,DMSO-D₆): δ = 11.222(2.5); 8.101(2.4); 8.098(2.3); 7.647(0.4);7.636(0.9); 7.632(0.8); 7.622(1.5); 7.612(0.8); 7.608(1.0); 7.598(0.4);7.407(2.5); 7.393(4.5); 7.379(2.2); 6.936(2.0); 6.933(2.0); 3.893(16.0);3.351(861.8); 2.628(0.5); 2.625(0.7); 2.553(21.2); 2.544(2.8);2.532(5.9); 2.519(43.2); 2.516(84.1); 2.513(113.6); 2.510(82.3);2.507(39.8); 2.397(0.7); 1.667(0.3); 1.654(1.6); 1.642(3.0); 1.630(3.1);1.617(1.7); 1.605(0.4); 1.246(0.6); 0.951(4.5); 0.939(9.0); 0.927(4.3);0.011(0.8) I-1-314: HPLC-MS: logP = 3.32; mass (m/z): 380.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.247(2.4); 8.040(1.9); 8.034(1.8);7.619(0.6); 7.614(0.5); 7.604(0.4); 7.598(1.2); 7.592(0.5); 7.582(0.6);7.577(0.8); 7.561(0.3); 7.396(2.0); 7.375(3.4); 7.354(1.5); 6.880(2.4);6.874(2.4); 5.758(0.9); 3.883(16.0); 3.327(27.1); 2.710(1.7);2.692(2.9); 2.673(2.0); 2.511(13.2); 2.507(26.1); 2.502(33.9);2.498(24.2); 2.493(11.5); 1.614(1.1); 1.595(2.0); 1.576(2.0);1.558(1.1); 0.945(3.6); 0.927(7.5); 0.908(3.2); 0.008(0.3); 0.000(8.5)I-1-315: HPLC-MS: logP = 3.05; mass (m/z): 366.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 10.341(4.9); 8.170(11.5); 8.049(3.7); 8.043(3.8);7.636(0.6); 7.621(1.2); 7.615(1.1); 7.605(0.8); 7.599(2.4); 7.594(1.0);7.583(1.1); 7.578(1.6); 7.562(0.7); 7.398(4.1); 7.377(6.9); 7.356(3.1);6.890(4.4); 6.884(4.4); 4.132(4.0); 4.115(7.9); 4.097(4.1); 3.327(30.2);2.511(18.8); 2.507(37.7); 2.503(49.7); 2.498(36.5); 1.895(0.5);1.876(2.5); 1.858(4.9); 1.840(5.0); 1.822(2.6); 1.804(0.6); 0.865(7.8);0.847(16.0); 0.828(7.2); 0.008(0.5); 0.000(12.0); −0.008(0.5) I-1-316:HPLC-MS: logP = 3.24; mass (m/z): 366.1 (M + H)⁺; ¹H-NMR(601.6 MHz,DMSO-D₆): δ = 11.213(2.2); 8.100(2.1); 8.096(2.1); 7.647(0.4);7.636(0.8); 7.632(0.7); 7.626(0.6); 7.622(1.5); 7.612(0.7); 7.608(0.9);7.597(0.4); 7.406(2.4); 7.392(4.1); 7.378(2.1); 6.936(1.7); 6.932(1.7);3.892(16.0); 3.361(437.6); 3.358(597.8); 2.628(0.4); 2.625(0.5);2.622(0.4); 2.594(1.3); 2.581(4.2); 2.569(4.3); 2.556(1.5); 2.552(4.2);2.534(0.8); 2.531(1.0); 2.528(1.0); 2.519(25.8); 2.516(56.6);2.513(78.4); 2.510(56.2); 2.507(26.2); 2.400(0.4); 2.397(0.5);2.394(0.4); 1.245(0.4); 1.210(5.4); 1.198(11.6); 1.185(5.4); 0.010(0.6)I-1-317: HPLC-MS: logP = 3.37; mass (m/z): 447.1 (M + H)⁺; ¹H-NMR(601.6MHz, DMSO-D₆): δ = 12.168(3.0); 8.170(2.7); 8.166(2.7); 7.655(0.4);7.644(0.8); 7.630(1.5); 7.616(0.9); 7.606(0.4); 7.419(2.4); 7.405(4.2);7.391(2.0); 6.972(3.5); 6.968(3.5); 4.145(16.0); 3.428(1.0); 3.418(0.6);3.386(3294.8); 3.385(2796.6); 3.358(5.6); 3.339(2.1); 3.296(0.7);2.628(0.9); 2.625(1.2); 2.622(0.9); 2.552(101.5); 2.534(2.1);2.531(2.6); 2.528(2.5); 2.519(62.7); 2.516(136.0); 2.513(190.4);2.510(138.3); 2.507(65.1); 2.436(0.4); 2.397(1.2); 2.394(0.9);2.310(0.4); 1.266(0.4); 1.243(1.2); 0.008(1.1) I-1-318: HPLC-MS: logP =2.98; mass (m/z): 397.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ =12.125(3.0); 8.303(1.3); 8.150(2.7); 8.147(2.7); 7.649(0.4); 7.638(0.8);7.634(0.8); 7.624(1.5); 7.613(0.9); 7.610(1.0); 7.599(0.4); 7.406(2.4);7.392(4.3); 7.378(2.1); 6.971(3.4); 6.967(3.4); 4.130(16.0);3.395(2352.3); 2.625(0.6); 2.622(0.4); 2.552(7.5); 2.534(0.9);2.531(1.2); 2.528(1.1); 2.519(32.1); 2.516(70.3); 2.513(97.0);2.510(69.9); 2.507(32.5); 2.400(0.5); 2.397(0.6); 1.241(1.5);0.861(0.4); 0.005(0.5) I-1-319: HPLC-MS: logP = 2.68; mass (m/z): 348.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.731(5.2); 8.316(0.4);8.111(8.7); 8.108(7.0); 8.105(8.6); 7.650(1.4); 7.634(3.1); 7.628(2.3);7.618(2.0); 7.613(6.0); 7.607(2.1); 7.596(2.5); 7.591(3.8); 7.575(1.7);7.417(1.5); 7.413(2.7); 7.408(9.9); 7.395(1.9); 7.387 (16.0);7.366(7.5); 7.361(2.1); 6.945(5.6); 6.940(5.5); 5.757(7.3);3.322(215.2); 2.675(2.3); 2.671(2.3); 2.666 (2.1); 2.662(2.6);2.655(2.4); 2.651(1.8); 2.642(3.9); 2.629(2.3); 2.622(2.2); 2.609(1.1);2.541(0.6); 2.524(5.3); 2.519(8.5); 2.511(103.2); 2.506(208.2);2.502(277.1); 2.497(200.7); 2.493(95.4); 2.337(0.7); 2.333(1.4);2.328(1.9); 2.324(1.4); 2.319(0.6); 1.351(0.3); 1.336(0.9); 1.298(0.9);1.259(1.3); 1.249(1.4); 1.243(1.9); 1.230 (5.8); 1.224(10.1);1.217(6.2); 1.209(5.2); 1.202(10.2); 1.195(8.0); 1.188(9.3);1.182(10.5); 1.176(10.4); 1.170(6.3); 1.156(1.4); 1.147(0.6);0.008(2.7); 0.000(81.8); −0.009(2.5) I-1-320: HPLC-MS: logP = 2.20; mass(m/z): 336.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 10.155(2.5);8.042(1.8); 8.038(1.8); 7.621(0.6); 7.617(0.5); 7.607(1.1); 7.596(0.6);7.593(0.7); 7.397(1.8); 7.383(3.1); 7.369(1.5); 6.875(2.6); 6.871(2.6);3.806(16.0); 3.362(756.0); 3.333(0.5); 3.005(0.5); 2.625(0.4);2.552(27.0); 2.534(0.6); 2.531(0.7); 2.528(0.6); 2.519(18.6);2.516(40.9); 2.513(57.6); 2.510(42.5); 2.507(20.3); 2.397(0.4);2.263(8.5); 2.262(8.3); 1.245(1.2) I-1-321: HPLC-MS: logP = 2.27; mass(m/z): 322.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.051(2.4);8.099(2.3); 8.095(2.3); 7.645(0.4); 7.635(0.7); 7.631(0.7); 7.623(3.0);7.616(2.9); 7.610(0.8); 7.606(0.8); 7.596(0.4); 7.408(2.2); 7.394(4.0);7.380(1.9); 6.922(1.8); 6.918(1.8); 3.977(16.0); 3.391(0.3);3.353(724.3); 2.625(0.6); 2.552(4.9); 2.534(0.8); 2.531(1.0);2.528(1.0); 2.519(30.3); 2.516(64.8); 2.513(90.0); 2.510(66.1);2.507(31.9); 2.397(0.6); 1.245(0.9); 0.010(0.5) I-1-322: HPLC-MS: logP =2.80; mass (m/z): 386.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.350(11.5); 8.068(8.6); 8.062(8.5); 8.037(0.5); 8.027(0.5);8.015(0.5); 7.809(3.6); 7.796(3.8); 7.788(5.1); 7.781(5.9); 7.775(9.8);7.758(5.1); 7.752(5.3); 7.668(2.8); 7.661(2.6); 7.647(5.3); 7.640(5.1);7.622(4.6); 7.606(2.4); 7.600(6.2); 7.595(2.5); 7.585(2.8); 7.579(4.0);7.563(1.9); 7.399(9.8); 7.378(16.0); 7.357(7.5); 7.340(0.8); 7.319(1.0);7.298(0.6); 6.917(15.2); 6.911(15.5); 6.700(0.9); 6.694(1.0);4.578(0.4); 3.511(4.0); 3.491(0.4); 3.477(0.5); 3.465(0.5); 3.423(0.7);3.411(0.8); 3.399(0.6); 3.330(1984.0); 3.294(3.0); 3.265(1.1);3.207(0.5); 2.995(0.3); 2.680(1.7); 2.675(3.5); 2.671(4.9); 2.666(3.5);2.662(1.7); 2.541(30.6); 2.524(14.8); 2.519(23.9); 2.511(268.4);2.506(536.6); 2.502(711.5); 2.497(517.2); 2.493(247.3); 2.338(1.6);2.333(3.4); 2.329(4.7); 2.324(3.3); 2.319(1.5); 2.289(0.4); 2.074(2.2);1.336(0.5); 1.298(0.5); 1.258(0.7); 1.249(0.8); 1.235(2.0); 1.147(0.5);0.008(0.9); 0.000(21.7); −0.009(0.6) I-1-323: HPLC-MS: logP = 3.47; mass(m/z): 472.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.302(2.6);8.100(2.0); 8.097(2.0); 7.636(0.8); 7.632(0.8); 7.626(5.8); 7.622(1.5);7.612(0.7); 7.608(0.8); 7.597(0.3); 7.409(2.0); 7.395(3.6); 7.381(1.7);6.931(2.4); 6.927(2.4); 4.094(3.4); 4.082(3.5); 3.369(0.4); 3.347(442.3); 2.625(0.4); 2.552(48.7); 2.534(0.7); 2.531(0.9); 2.528(0.8);2.519(23.5); 2.516(51.1); 2.513(70.8); 2.510(50.9); 2.507(24.3);2.400(0.3); 2.397(0.5); 2.394(0.3); 2.100(0.4); 2.088(0.8); 2.077(1.1);2.066(0.9); 2.054(0.5); 1.246(0.3); 0.830(16.0); 0.819(16.0); 0.011(0.5)I-1-324: HPLC-MS: logP = 2.46; mass (m/z): 430.0 (M + H)⁺; ¹H-NMR(601.6MHz, DMSO-D₆): δ = 11.277(2.7); 8.106(2.3); 7.647(0.4); 7.637(0.9);7.633(0.8); 7.622(1.6); 7.608(6.9); 7.598(0.5); 7.408(2.6); 7.394(4.5);7.380(2.2); 6.949(2.3); 6.945(2.3); 3.950(16.0); 3.355(676.1);3.354(837.4); 2.628(0.6); 2.625(0.8); 2.622(0.6); 2.552(12.6);2.534(1.2); 2.531(1.5); 2.528(1.5); 2.519(44.2); 2.516(96.6);2.513(134.8); 2.510(97.2); 2.507(46.3); 2.400(0.6); 2.397(0.8);2.394(0.6); 1.245(0.3); 0.010(0.9) I-1-325: HPLC-MS: logP = 3.11; mass(m/z): 458.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.301(4.3);8.102(3.3); 8.099(3.3); 7.647(0.5); 7.637(1.2); 7.633(1.2); 7.622(10.2);7.612(1.3); 7.608(1.4); 7.598(0.6); 7.409(3.4); 7.394(6.0); 7.381(2.9);6.939(3.8); 6.935(3.9); 4.224(2.9); 4.212(5.6); 4.201(3.0);3.349(680.2); 2.625(0.6); 2.552(18.8); 2.534(0.8); 2.531(1.1);2.528(1.1); 2.519(28.9); 2.516(63.6); 2.513(89.7); 2.510(66.1);2.507(31.9); 2.397(0.6); 1.787(0.5); 1.775(2.3); 1.763(4.6); 1.751(4.6);1.739(2.5); 1.727(0.6); 1.246(0.4); 0.832(7.5); 0.819(16.0); 0.807(7.3)I-1-326: HPLC-MS: logP = 2.15; mass (m/z): 322.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.688(1.6); 8.109(2.4); 8.106(2.1); 8.102(2.4);7.649(0.4); 7.633(0.8); 7.627(0.6); 7.618(0.6); 7.612(1.6); 7.606(0.6);7.595(0.7); 7.590(1.0); 7.575(0.5); 7.416(0.4); 7.407(2.7); 7.385(4.4);7.365(2.0); 6.938(1.8); 6.932 (1.8); 5.756(1.3); 3.337(0.3);3.323(34.9); 2.827(16.0); 2.524(1.0); 2.520(1.4); 2.511(16.7);2.507(33.4); 2.502(44.1); 2.497(32.6); 2.493(16.1); 0.008(0.5);0.000(16.6); −0.009(0.7) I-1-327: HPLC-MS: logP = 2.24; mass (m/z):305.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.382(2.5); 8.677(5.4);8.086(2.3); 8.080(2.4); 7.637(0.7); 7.631(0.7); 7.616(1.4); 7.599(0.7);7.594(0.9); 7.578(0.4); 7.408(2.4); 7.386(4.0); 7.365(1.8); 6.896(2.7);6.890(2.7); 3.326(33.4); 2.506(38.2); 2.502(48.8); 2.498(36.7);2.328(0.3); 2.279(16.0); 0.000(9.5) I-1-328: HPLC-MS: logP = 1.51; mass(m/z): 305.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.159(2.4);8.715(4.9); 8.083(2.2); 8.078(2.2); 7.654(0.3); 7.638(1.0); 7.633(0.9);7.617(1.4); 7.611(0.6); 7.600(0.7); 7.595(0.9); 7.579(0.4); 7.406(2.3);7.385(3.8); 7.365(1.8); 7.356(0.7); 7.295(0.3); 7.274(0.6); 6.876 (2.8);6.870(2.8); 5.756(0.3); 5.741(0.4); 5.735(0.4); 4.966(0.5); 3.922(16.0);3.322(49.8); 2.675(0.6); 2.671(0.7); 2.666(0.6); 2.541(0.4);2.510(49.8); 2.506(93.6); 2.502(118.3); 2.497(88.7); 2.333(0.6);2.328(0.8); 2.324(0.6); 2.027(1.2); 0.000(55.9) I-1-329: HPLC-MS: logP =3.11; mass (m/z): 402.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.412(11.4); 8.076(8.6); 8.073(7.5); 8.070(8.6); 7.872(15.1);7.866(10.4); 7.852(12.7); 7.788(5.6); 7.786(6.4); 7.783(5.9);7.781(5.3); 7.767(3.5); 7.765(3.9); 7.762(3.8); 7.760(3.4); 7.639(1.5);7.624(3.1); 7.617(2.4); 7.608(2.1); 7.602(6.0); 7.596(2.2); 7.586(2.6);7.581(3.9); 7.565(1.7); 7.408(1.5); 7.404(2.7); 7.399(10.0);7.378(16.0); 7.357(7.5); 7.352(2.4); 6.925(12.2); 6.918(12.2);3.516(0.7); 3.346(113.2); 2.713(0.4); 2.558(0.6); 2.543(103.6);2.530(0.6); 2.527(0.7); 2.522(0.9); 2.513(12.3); 2.509(25.3);2.504(33.9); 2.499(25.1); 2.495(12.3); 2.369(0.4); 0.000(3.6) I-1-330:HPLC-MS: logP = 2.14; mass (m/z): 336.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.565(7.4); 9.260(15.9); 9.147(16.0); 8.316(0.5);8.124(6.3); 8.119(6.6); 7.648(0.9); 7.632(1.8); 7.627(1.8); 7.611(3.8);7.595(2.0); 7.590(2.5); 7.574(1.1); 7.408(6.4); 7.387(10.9); 7.366(4.9);6.946(9.0); 6.940(9.1); 3.328(297.0); 2.671(1.6); 2.506(183.2);2.502(239.5); 2.498(184.0); 2.329(1.5); 0.000(5.0) I-1-331: HPLC-MS:logP = 2.80; mass (m/z): 386.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.405(11.1); 8.078(9.0); 8.072(8.9); 7.932(4.4); 7.920(4.7);7.910(5.0); 7.898(4.9); 7.691(4.5); 7.685(4.8); 7.669(4.6); 7.663(4.6);7.639(1.4); 7.623(3.1); 7.617(2.5); 7.608(2.1); 7.602(6.0); 7.596(2.3);7.586(2.7); 7.581(4.0); 7.565(3.7); 7.546(4.6); 7.540(4.0); 7.524(2.3);7.519(2.0); 7.408(1.6); 7.399(9.9); 7.378(16.0); 7.357(7.5);6.928(14.5); 6.922(14.4); 3.516(0.7); 3.340(70.2); 2.543(60.1);2.529(0.5); 2.526(0.7); 2.521(0.9); 2.512 (12.0); 2.508(24.4);2.503(32.5); 2.499(23.9); 2.494(11.6); 2.075(0.4); 0.000(2.6) I-1-332:HPLC-MS: logP = 2.45; mass (m/z): 322.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.196(2.1); 8.097(1.9); 8.091(1.9); 7.636(0.7);7.631(0.5); 7.620(0.5); 7.615(1.4); 7.609(0.5); 7.598(0.6); 7.593(0.9);7.577(0.4); 7.418(0.4); 7.409(2.2); 7.388(3.6); 7.367(1.7); 7.361(0.5);6.953(2.3); 6.947(2.3); 3.324 0.009(0.8) I-1-333: HPLC-MS: logP = 2.30;mass (m/z): 320.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 1.75-1.81(m, 2H), 1.98(s,3H), 2.30-2.33(m, 2H), 3.94-3.96(m, 2H), 6.82(d, 1H), 7.34-7.38(m, 2H),7.54-7.62(m, 1H), 7.96(d, 1H), 10.04(s, 1H). I-1-334: HPLC-MS: logP =2.70; mass (m/z): 378.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.510(3.9); 11.214(0.3); 8.063(5.4); 8.057(5.3); 7.845(2.9);7.826(3.1); 7.823(3.0); 7.603(0.7); 7.586(1.4); 7.582(1.5); 7.575(1.3);7.570(1.2); 7.565(3.3); 7.561(7.6); 7.559(4.3); 7.555(5.0); 7.545(4.2);7.542(3.6); 7.526(1.2); 7.522(1.0); 7.446(2.1); 7.440(2.0); 7.430(1.6);7.426(2.1); 7.424(1.8); 7.420(1.9); 7.410(1.5); 7.404(1.4); 7.246(0.6);7.243(0.8); 7.236(4.1); 7.217(5.3); 7.196(3.4); 7.189(0.6); 6.895(5.9);6.889(5.9); 5.756(6.9); 3.326(12.6); 2.524(0.5); 2.519(0.8); 2.511(8.7);2.506(17.4); 2.502(22.9); 2.497(16.5); 2.493(7.8); 1.989(0.4);1.397(16.0); 1.234(0.3); 1.071(0.4); 0.008(0.5); 0.000(14.3);−0.009(0.4) I-1-335: HPLC-MS: logP = 3.02(neutral); mass (m/z): 430.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.523(10.4); 8.065(13.6);8.059(13.6); 7.845(7.0); 7.842(7.2); 7.825(7.9); 7.822(7.9); 7.768(0.9);7.749(2.6); 7.739(1.4); 7.729(5.7); 7.715(9.7); 7.695(16.0); 7.679(4.5);7.675(3.5); 7.588(2.6); 7.583(4.0); 7.568(10.6); 7.563(11.1);7.560(7.2); 7.557(6.4); 7.542(7.2); 7.539(7.3); 7.522(2.8); 7.519(2.8);7.441(4.9); 7.436(5.0); 7.424(4.4); 7.421(5.3); 7.419(4.7); 7.416(5.1);7.404(3.4); 7.399(3.3); 6.880(14.7); 6.874(14.6); 4.115(1.0);4.102(3.2); 4.089(3.2); 4.075(1.1); 3.327(20.0); 3.177(15.6);3.163(15.2); 2.671(0.4); 2.524(1.2); 2.511(22.0); 2.506(44.2);2.502(58.1); 2.497(42.0); 2.493(20.2); 2.329(0.4); 0.008(1.8);0.000(48.4); −0.009(1.6) I-1-336: HPLC-MS: logP = 1.44; mass (m/z):357.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.331(0.8); 8.555(1.7);8.551(1.8); 8.543(1.8); 8.539(1.8); 7.861(1.6); 7.858(1.6); 7.839(4.2);7.834(3.2); 7.782(2.3); 7.763(2.8); 7.501(3.1); 7.490(5.5); 7.393(1.5);7.384(1.1); 7.379(1.1); 7.372(1.6); 7.370(1.4); 7.363(1.0); 7.360(1.1);7.350(1.0); 7.275(1.5); 7.263(1.5); 7.256(1.5); 7.244(1.4); 6.978(2.4);6.972(2.4); 5.451(2.0); 2.627(16.0); 2.469(0.3); 2.465(0.3);2.229(85.5); 1.966(0.7); 1.955(10.9); 1.948(20.5); 1.942(28.8);1.936(19.9); 1.930(10.3); 0.000(4.9) I-1-337: see Synthesis Example 37I-1-338: HPLC-MS: logP = 3.23; mass (m/z): 390.0 (M + H)⁺; ¹H-NMR(601.6MHz, CD₃CN): δ = 9.194(0.9); 7.826(3.6); 7.822(3.5); 7.684(2.1);7.682(2.1); 7.670(2.3); 7.668(2.3); 7.553(1.8); 7.550(1.9); 7.540(2.3);7.537(2.4); 7.466(1.3); 7.464(1.4); 7.453(2.7); 7.451(2.7); 7.441(1.5);7.439(1.4); 7.420(2.5); 7.419(2.6); 7.396(2.0); 7.394(4.3); 7.383(2.2);7.381(5.6); 7.371(1.2); 7.368(1.1); 7.260(1.5); 7.259(1.6); 7.257(1.6);7.256(1.4); 7.246(1.2); 7.245(1.4); 7.244(1.3); 7.242(1.2); 6.949(3.9);6.944(3.9); 5.448(2.0); 2.472(0.4); 2.386(16.0); 2.159(51.2);1.972(0.5); 1.965(1.0); 1.957(0.9); 1.953(1.1); 1.949(11.0);1.945(21.2); 1.941(31.5); 1.937(21.1); 1.933(10.2); 1.436(1.8);0.000(2.7) I-1-339: HPLC-MS: logP = 3.20; mass (m/z): 346.0 (M + H)⁺;¹H-NMR(601.6 MHz, CD₃CN): δ = 9.228(1.0); 7.824(3.3); 7.820(3.3);7.594(1.6); 7.591(1.7); 7.581(1.9); 7.579(2.0); 7.509(1.3); 7.496(2.7);7.481(1.1); 7.478(1.2); 7.468(1.7); 7.466(1.8); 7.455(0.9); 7.453(0.8);7.419(3.8); 7.409(2.2); 7.392(2.9); 7.379(3.4); 7.256(1.7); 7.243(1.4);6.952(3.3); 6.947(3.3); 5.448(0.6); 2.471(0.5); 2.385(16.0);2.160(30.7); 1.965(0.5); 1.957(0.5); 1.952(0.7); 1.949(5.8);1.945(10.6); 1.941(15.5); 1.937(10.6); 1.933(5.4); 1.436(1.5);0.000(1.2) I-1-340: HPLC-MS: logP = 3.15; mass (m/z): 410.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.192(5.8); 10.394(1.0); 10.385(1.0);8.316(0.8); 7.828(2.7); 7.809(4.1); 7.797(1.1); 7.778(7.4); 7.772(7.6);7.753(3.0); 7.735(2.9); 7.699(2.7); 7.685(6.2); 7.667(3.6); 7.592(1.1);7.574(0.9); 7.495(2.5); 7.474(5.2); 7.453(3.4); 7.228(4.8); 7.219(5.0);7.207(4.0); 7.199(4.1); 7.024(1.3); 7.015(1.3); 6.979(0.5); 6.973(0.6);6.961(0.9); 6.956(1.2); 6.945(0.6); 6.930(1.8); 6.924(2.4); 6.904(0.9);6.827(6.1); 6.821(6.2); 4.158(0.7); 4.140(2.1); 4.123(2.2); 4.112(2.5);4.106(1.4); 4.094(7.3); 4.077(7.4); 4.059(2.4); 3.321(177.0);2.890(0.5); 2.731(0.5); 2.675(2.2); 2.670(2.9); 2.666(2.3); 2.540(2.5);2.505(343.0); 2.501(452.3); 2.497(347.8); 2.328(2.8); 2.324(2.2);1.753(1.0); 1.384(2.2); 1.367(4.5); 1.349(2.2); 1.221(7.8); 1.204(16.0);1.187(7.6); 0.146(0.6); 0.008(5.9); 0.000(127.4); −0.150(0.6) I-1-341:HPLC-MS: logP = 2.17; mass (m/z): 376.1 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 9.308(0.6); 8.079(1.5); 8.060(1.6); 7.884(2.4); 7.878(2.4);7.807(0.5); 7.804(0.5); 7.789(1.6); 7.783(0.7); 7.770(1.4); 7.767(1.2);7.740(0.8); 7.736(1.3); 7.718(3.7); 7.701(1.6); 7.698(1.6); 7.610(1.1);7.605(0.8); 7.603(0.7); 7.592(1.3); 7.586(1.4); 7.557(1.0); 7.551(1.1);7.540(1.0); 7.537(1.0); 7.533(1.6); 7.478(0.4); 7.473(0.6); 7.459(1.5);7.454(1.4); 7.447(1.5); 7.441(2.3); 7.435(1.1); 7.429(1.3); 7.423(1.1);7.410(0.4); 6.948(2.5); 6.942(2.4); 5.446(1.3); 4.085(0.4); 4.067(1.1);4.049(1.2); 4.031(0.4); 3.310(16.0); 2.137(1.9); 2.135(1.7); 1.971(5.1); 1.951(4.6); 1.945(8.8); 1.939(12.5); 1.933(8.6); 1.926(4.4);1.436(2.8); 1.372(0.9); 1.284(0.3); 1.276(1.1); 1.221(1.4); 1.203(2.7);1.185(1.3); 0.008(0.6); 0.000(16.0); −0.009(0.5) I-1-342: HPLC-MS: logP= 1.82; mass (m/z): 390.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =8.643(0.6); 7.999(1.0); 7.996(0.8); 7.981(1.2); 7.977(1.0); 7.711(0.3);7.708(0.4); 7.692(1.0); 7.689(1.1); 7.675(1.3); 7.672(1.7); 7.667(1.4);7.653(1.3); 7.649(1.2); 7.634(0.5); 7.630(0.4); 7.599(0.9); 7.594(0.6);7.586(0.4); 7.583(0.5); 7.579(0.9); 7.574(0.8); 7.491(0.4); 7.484(0.7);7.477(0.8); 7.476(0.8); 7.468(1.7); 7.463(2.2); 7.459(1.6); 7.452(2.4);7.446(1.6); 7.442(0.6); 7.432(1.4); 7.428(1.5); 7.415(1.0); 7.413(1.0);7.410(1.0); 6.489(2.8); 5.446(2.1); 3.212(16.0); 2.285(11.2);2.132(10.2); 1.963(0.8); 1.957(1.1); 1.951(9.3); 1.945(17.2);1.939(24.0); 1.933(16.5); 1.927(8.5); 1.372(3.2); 1.340(1.2);1.285(1.6); 1.277(3.6); 1.271(0.7) I-1-343: HPLC-MS: log P = 2.87; mass(m/z): 396.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.534(2.7);7.607(4.4); 7.593(8.8); 7.580(4.6); 7.575(8.8); 7.560(5.5); 7.557(5.4);7.541(4.1); 7.537(3.8); 7.507(2.2); 7.498(2.6); 7.493(3.1); 7.484(5.8);7.465(7.2); 7.457(16.0); 7.442(4.9); 7.439(3.9); 7.427(5.0); 7.408(6.8); 7.389(2.9); 7.350(4.9); 7.330(4.0); 6.489(10.0); 5.447(0.7);2.276(45.3); 2.146(34.7); 2.113(0.5); 2.107 (0.4); 1.963(1.9);1.957(2.6); 1.951(18.2); 1.945(34.7); 1.939(49.0); 1.933(35.8);1.927(19.6); 1.372(5.9); 1.340(0.4); 1.285(0.8); 1.276(6.2); 0.080(1.8);0.008(2.6); 0.000(60.0) I-1-344: HPLC-MS: log P = 3.10; mass (m/z):383.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.373(3.8); 8.426(6.9);8.414(7.0); 8.282(6.8); 8.263(7.0); 7.893(10.8); 7.888(11.0);7.610(5.5); 7.607(5.0); 7.590(6.8); 7.574(0.7); 7.556(5.1); 7.539(7.8);7.480(8.5); 7.466(12.4); 7.462(13.1); 7.448(16.0); 7.435(6.3);7.433(6.4); 7.417(2.1); 7.253(0.3); 7.236(0.4); 6.974(10.8);6.969(10.9); 3.843(0.7); 2.462(0.4); 2.147(20.7); 2.143(34.3);2.111(0.4); 2.107(0.5); 2.101(0.3); 1.952(25.4); 1.949(27.8);1.946(49.1); 1.943(50.1); 1.940(69.9); 1.937(66.5); 1.934(50.4);1.931(45.8); 1.928(27.0); 1.925(23.2); 1.768(0.4); 1.436(0.7);1.372(5.8); 1.349 (0.5); 1.340(0.9); 1.282(1.5); 1.276(6.0); 0.146(0.5);0.000(89.3); −0.002(79.0); −0.150(0.5) I-1-345: HPLC-MS: logP = 3.01;mass (m/z): 380.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.538(3.9);7.952(4.8); 7.951(4.8); 7.857(1.7); 7.851(0.6); 7.839(2.7); 7.812(0.8);7.794(2.0); 7.776(1.8); 7.727(1.9); 7.718(3.0); 7.709(2.3); 7.701(1.9);7.690(1.0); 7.684(2.3); 7.680(1.9); 7.665(2.7); 7.661(2.5); 7.587 (1.6);7.583(1.9); 7.568(2.6); 7.563(3.0); 7.527(1.1); 7.523(1.3); 7.508(2.6);7.504(2.3); 7.489(1.9); 7.485(3.4); 7.480(2.1); 7.466(2.2); 7.461(2.1);7.447(0.8); 7.442(0.7); 5.753(0.6); 4.056(0.4); 4.038(1.2); 4.020(1.2);4.003(0.4); 3.399(0.4); 3.357(194.9); 2.525(0.6); 2.512(11.8);2.508(23.3); 2.503(30.2); 2.499(21.1); 2.494(9.6); 2.073(1.5);2.044(16.0); 1.989(5.7); 1.397(1.8); 1.193(1.5); 1.175(2.9); 1.157(1.4);0.000(0.3) I-1-346: HPLC-MS: log P = 2.53; mass (m/z): 391.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 8.968(2.5); 8.115(0.4); 8.089(16.0);7.780(3.6); 7.764(4.6); 7.758(5.1); 7.745(1.1); 7.727(0.6); 7.706(0.4);7.692(1.4); 7.677(5.6); 7.672(7.4); 7.663(13.4); 7.659(8.7);7.656(10.5); 7.639(9.0); 7.637(8.6); 7.591(3.3); 7.585(3.6); 7.573(4.8);7.568(6.4); 7.549(6.3); 7.548(6.3); 7.536(9.0); 7.523(8.1); 7.520(7.2);7.506(5.5); 7.503(5.5); 7.486(2.4); 7.483(2.1); 7.445(1.0); 7.433(4.6);7.427(4.9); 7.412(4.5); 5.448(1.7); 3.871(4.7); 3.833(1.6); 3.784(0.6);3.772(1.0); 3.759(0.9); 3.657(0.9); 3.644(1.0); 3.633(0.6); 2.148(37.0);2.108(1.1); 2.102(0.9); 1.965(1.3); 1.953(15.7); 1.947(29.8);1.940(42.2); 1.934(30.8); 1.928(17.5); 1.372(4.6); 1.340(0.6);1.285(0.9) 1.276(5.1); 0.008(2.2); 0.000(51.7) I-1-347: HPLC-MS: log P =2.58; mass (m/z): 380.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =8.552(2.2); 7.736(3.4); 7.719(4.6); 7.715(4.5); 7.652(1.2); 7.634(3.8);7.620(7.4); 7.615(7.2); 7.599(3.7); 7.598(3.7); 7.588(2.7); 7.585(4.5);7.570(3.1); 7.567(5.5); 7.564(4.0); 7.554(0.4); 7.495(1.7); 7.486(2.3);7.480(2.6); 7.472(5.1); 7.459(3.7); 7.450(16.0); 7.440(7.7); 7.436(7.6);7.418(3.7); 6.483(12.4); 5.447(3.2); 2.279(50.1); 2.152(135.0);2.118(0.5); 2.114(0.4); 2.107(0.5); 2.101(0.3); 1.964(3.3); 1.958(3.7);1.952(27.2); 1.946(50.7); 1.940(70.3); 1.934(48.5); 1.928(25.0);1.768(0.4); 0.008(0.6); 0.000(15.6); −0.009(0.6) I-1-348: HPLC-MS: logP= 2.53; mass (m/z): 381.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.720(1.1); 8.862(0.6); 8.852(0.6); 8.850(0.6); 8.214(0.5); 8.196(0.6);8.194(0.6); 7.962(1.3); 7.961(1.3); 7.864(0.5); 7.852(0.5); 7.844(0.5);7.832(0.5); 7.686(0.6); 7.682(0.5); 7.668(0.8); 7.663(0.7); 7.588(0.5);7.583 (0.6); 7.568(0.7); 7.564(0.9); 7.524(0.4); 7.510(0.8); 7.505(0.7);7.490(1.1); 7.485(0.9); 7.471(0.6); 7.466(0.6); 5.755(16.0); 3.323(3.9);2.519(0.4); 2.511(4.8); 2.506(9.7); 2.502(12.7); 2.497(9.0); 2.493(4.2);2.057(4.5); 1.989(0.3); 0.000(6.8) I-1-349: HPLC-MS: log P = 2.13; mass(m/z): 381.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.739(4.5);8.728(4.6); 8.664(2.1); 7.847(4.0); 7.829(4.7); 7.828(4.8); 7.639(4.1);7.627(4.2); 7.619(3.7); 7.607(3.4); 7.585(4.8); 7.570(3.7); 7.567(6.1);7.501(1.9); 7.491(2.8); 7.488(2.9); 7.482(1.3); 7.478(5.1); 7.473(1.6);7.468(2.3); 7.459(6.8); 7.452(15.9); 7.450(16.0); 7.443(5.2);7.441(4.8); 7.439(5.0); 7.435(2.9); 7.419(0.5); 7.416(0.5); 6.520(13.7);5.447(7.5); 2.281(53.3); 2.149(45.2); 2.120(0.6); 2.113(0.4);2.107(0.4); 1.964(1.9); 1.957(2.4); 1.952(19.1); 1.946(35.7);1.939(50.0); 1.933(34.9); 1.927(18.3); 0.008(2.2); 0.000(58.1);−0.009(2.7) I-1-350: HPLC-MS: log P = 3.20; mass (m/z): 366.0 (M + H)⁺;¹H-NMR(601.6 MHz, CD₃CN): δ = 9.244(3.5); 9.200(0.6); 7.890(13.3);7.885(13.4); 7.665(7.2); 7.662(7.7); 7.651(8.1); 7.649(8.5); 7.604(6.3);7.601(5.4); 7.592(7.8); 7.589(7.7); 7.578(0.4); 7.558(0.4); 7.556(0.4);7.539(6.0); 7.536(6.8); 7.526(13.9); 7.524(16.0); 7.513(9.4);7.511(9.2); 7.470(2.6); 7.467(3.2); 7.458(7.6); 7.455(7.5); 7.445(12.1);7.442(10.8); 7.432(7.0); 7.429(6.6); 7.420(2.8); 7.416(10.8);7.403(13.8); 7.390(6.7); 7.355(0.5); 7.341(0.5); 6.971(13.8);6.967(13.6); 5.449(0.7); 2.152(176.2); 2.056(0.5); 2.052(0.8);2.048(0.5); 1.972(0.4); 1.965(5.0); 1.957(4.0); 1.953(5.3); 1.949(49.8);1.945(92.0); 1.941(132.5); 1.937(91.5); 1.933(46.6); 1.831(0.5);1.826(0.8); 1.822(0.5); 1.436(5.6); 1.284(0.7); 1.269(1.4); 1.213(0.6);1.201(1.0); 1.189(0.5); 1.026(0.5); 1.015(1.0); 1.003(0.5); 0.005(0.7);0.000(22.6); −0.006(0.7) I-1-351: HPLC-MS: log P = 3.00; mass (m/z):366.0 (M + H)⁺; ¹H-NMR(601.6 MHz, CD₃CN): δ = 9.329(1.5); 7.892(7.3);7.888(7.4); 7.608(3.6); 7.605(2.6); 7.604(2.6); 7.596(4.8); 7.592(4.4);7.547(3.3); 7.543(4.2); 7.535(2.9); 7.534(3.2); 7.531(4.9); 7.486(6.8);7.484(8.0); 7.479(0.3); 7.4721(15.4); 7.4715(16.0); 7.460(4.7);7.457(4.6); 7.449(5.4); 7.448(5.4); 7.445(5.8); 7.440(8.4); 7.436(4.4);7.433(4.0); 7.428(5.4); 7.425 (4.6); 7.421(1.3); 7.413(3.0); 7.377(0.5);7.367(0.3); 6.978(8.0); 6.974(8.0); 5.448(2.4); 2.151(90.6); 2.052(0.4);1.965(2.9); 1.957(2.2); 1.953(2.6); 1.949(28.0); 1.945(51.8);1.941(74.6); 1.937(51.9); 1.933(26.5); 1.924 (0.5); 1.826(0.4);1.436(0.7); 0.000(11.3); −0.006(0.4) I-1-352: HPLC-MS: logP = 2.70; mass(m/z): 348.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.719(3.4);7.965(4.6); 7.963(4.5); 7.739(0.4); 7.686(2.0); 7.682(1.7); 7.668(2.7);7.663(2.5); 7.618(0.5); 7.601(1.1); 7.594(1.9); 7.588(2.2); 7.585(0.9);7.580(2.1); 7.575(2.7); 7.570(3.1); 7.563(1.1); 7.559(1.2); 7.542 (0.6);7.527(0.9); 7.523(1.1); 7.508(2.6); 7.504(2.3); 7.490(4.1); 7.485(3.7);7.471(2.2); 7.466(2.1); 7.453(0.8); 7.448(0.7); 7.383(0.3); 7.265(0.6);7.258(3.2); 7.238(4.3); 7.218(2.7); 7.210(0.5); 7.040(0.4); 5.753(0.5);3.354(307.1); 2.526(0.6); 2.521(1.1); 2.512(17.0); 2.508(34.7);2.503(45.6); 2.499(32.2); 2.494(15.0); 2.073(1.3); 2.031(16.0);1.994(1.4); 1.044(0.3); 1.028(0.3); 0.000(0.5) I-1-353: HPLC-MS: log P =2.97; mass (m/z): 326.1 (M + H)⁺; ¹H-NMR(601.6 MHz, CD₃CN): δ =9.063(0.4); 7.895(1.7); 7.894(1.7); 7.891(1.8); 7.890(1.7); 7.603(0.9);7.600(0.8); 7.590(1.3); 7.587(1.1); 7.534(0.9); 7.531(1.1); 7.522(1.0);7.521(1.0); 7.519(1.2); 7.466(0.5); 7.463(0.6); 7.453(1.3); 7.451(1.1);7.441(0.9); 7.438(0.8); 7.434(1.1); 7.431(1.1); 7.421(1.0); 7.418(1.1);7.409(0.4); 7.406(0.4); 7.235(0.6); 7.222(1.2); 7.209(1.0); 7.102(2.1);7.089(1.7); 7.006(2.0); 7.002(1.9); 2.318(16.0); 2.248(0.4);2.191(73.9); 1.973(0.4); 1.967(17.6); 1.958(0.6); 1.954(0.7);1.950(6.2); 1.946(11.6); 1.942(16.6); 1.938(10.8); 1.934(5.5);0.000(0.6) I-1-354: HPLC-MS: logP = 2.86; mass (m/z): 390.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.442(3.7); 8.310(0.4); 7.948(4.8);7.727(2.4); 7.726(2.4); 7.708(2.8); 7.706(2.7); 7.682(2.0); 7.678(1.9);7.663(2.5); 7.659(2.4); 7.586(1.6); 7.582(1.9); 7.567(4.0); 7.562(4.4);7.548(3.0); 7.544(2.9); 7.525(1.2); 7.521 (1.4); 7.515(1.7); 7.512(1.8);7.507(2.7); 7.503(2.5); 7.496(2.9); 7.494(2.8); 7.488(2.1); 7.483(3.3);7.477(3.2); 7.463(2.2); 7.458(2.0); 7.444(1.0); 7.439(2.0); 7.434(1.6);7.419(2.0); 7.415(1.9); 7.400(1.0); 7.396(0.9); 5.751(6.2); 3.422(0.5);3.365(324.7); 3.325(0.7); 2.526(0.7); 2.521(1.1); 2.513(14.9);2.508(30.1); 2.504(39.1); 2.499(27.3); 2.494(12.4); 2.083(16.0);2.072(2.4); 2.063(0.4); 1.989(0.9); 1.397(0.7); 1.175(0.4); 0.000(0.6)I-1-355: HPLC-MS: log P = 1.94; mass (m/z): 391.0 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 8.888(1.4); 7.673(3.4); 7.671(3.4); 7.653(4.0);7.651(3.9); 7.613(2.5); 7.608(3.1); 7.595(2.7); 7.593(3.0); 7.590(3.7);7.528(2.5); 7.523(2.8); 7.509(4.7); 7.505(5.7); 7.493(3.3); 7.487(3.7);7.475(3.7); 7.470(2.9); 7.468(3.6); 7.456(6.0); 7.452(5.2); 7.438(7.0);7.434(9.4); 7.429(4.0); 7.419(2.7); 7.416(3.3); 7.409(1.3); 7.385(2.8);7.380(2.8); 7.365(3.3); 7.360(3.2); 7.346(1.6); 7.342(1.4); 6.085(11.7);5.446(16.0); 4.257(1.1); 4.067(0.3); 2.155(4.8); 2.112(0.8); 2.106(0.7);2.100(0.5); 2.094(0.4); 1.971(1.3); 1.963(1.8); 1.957(1.8); 1.951(14.1);1.945(26.5); 1.939(36.8); 1.933(25.2); 1.926(13.0); 1.913(0.3);1.436(0.4); 1.372(1.5); 1.340(0.6); 1.285(0.8); 1.276(1.9); 1.269(0.8);1.221(0.4); 1.203(0.7); 1.185(0.4); 0.008(0.5); 0.000(16.3); −0.009(0.6)I-1-356: HPLC-MS: log P = 2.45; mass (m/z): 390.0 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 8.467(3.2); 7.588(7.7); 7.580(5.9); 7.568(10.6);7.561(6.8); 7.556(5.5); 7.493(2.4); 7.486(2.9); 7.484(2.6); 7.477(5.4);7.471(8.5); 7.464(9.5); 7.459(9.6); 7.454(16.0); 7.449(10.3);7.441(2.7); 7.438(3.5); 7.433(3.2); 7.418(1.5); 7.414(1.2); 7.396(1.5);7.377(5.3); 7.362(14.1); 7.355(12.3); 7.343(3.3); 7.335(7.0);7.329(3.8); 7.316(5.4); 7.313(4.0); 7.309(3.8); 7.299(2.7); 7.293(2.4);6.480(14.3); 5.445(4.8); 4.066(0.6); 4.048(0.6); 2.436(0.3);2.279(53.7); 2.176(0.9); 2.117(0.5); 1.969(2.8); 1.962(1.2); 1.955(1.7);1.950(12.8); 1.944(23.9); 1.938(33.5); 1.932(23.6); 1.925(12.6);1.436(1.5); 1.371(3.6); 1.284(0.5); 1.276(3.7); 1.220(0.7); 1.202(1.4);1.184(0.7); 0.007(2.8); 0.000(60.2); −0.008(3.7); −0.150(0.3) I-1-357:HPLC-MS: logP = 2.23; mass (m/z): 392.9 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.632(3.7); 8.501(2.1); 8.496(2.3); 8.489(2.3);8.484(2.2); 8.315(0.3); 8.006(2.1); 8.001(2.2); 7.987(2.4); 7.982(2.3);7.956(4.6); 7.685(1.9); 7.681(1.7); 7.666(2.4); 7.662(2.3); 7.589(2.7);7.581(2.2); 7.577(2.6); 7.570 (2.9); 7.562(3.1); 7.558(2.6); 7.526(0.9);7.522(1.0); 7.508(2.3); 7.503(2.1); 7.488(2.9); 7.482(2.4); 7.468(2.0);7.463(1.9); 7.450(0.7); 7.445(0.6); 3.321(88.1); 2.675(0.5); 2.670(0.8);2.666(0.6); 2.540(0.4); 2.523(1.9); 2.510(46.9); 2.506(94.1);2.501(123.0); 2.497(87.4); 2.492(41.3); 2.332(0.6); 2.328(0.8);2.323(0.6); 2.094(16.0); 2.074(0.3); 2.041(0.6); 0.000(0.6) I-1-358:HPLC-MS: logP = 2.22; mass (m/z): 376.9 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.383(4.1); 11.344(0.9); 8.480(2.2); 8.475(3.1);8.468(3.1); 8.463(3.3); 8.446(1.1); 8.439(1.2); 8.435(1.1); 8.154(0.5);8.140(0.5); 8.135(0.7); 8.129(0.7); 8.108(3.7); 8.102(5.2); 8.085(1.0);8.079(1.1); 8.069(1.1); 7.995(2.2); 7.990(3.1); 7.976(2.5); 7.971(3.4);7.955(0.9); 7.936(0.7); 7.697(2.1); 7.691(2.6); 7.679(2.5); 7.674(3.3);7.639(1.0); 7.612(2.0); 7.606(2.7); 7.593(2.6); 7.588(3.7); 7.565(3.2);7.560(2.7); 7.553(3.4); 7.547(4.1); 7.534(3.7); 7.530(3.7); 7.517(3.7);7.512(4.6); 7.505(4.4); 7.498(5.3); 7.493(4.8); 7.486(3.8); 7.481(3.8);7.467(2.1); 7.462(2.0); 7.351(0.4); 7.332(0.7); 7.181(0.7); 7.176(0.7);6.921(3.6); 6.915(5.2); 6.882(1.0); 5.756(0.3); 4.056(0.5); 4.051(0.4);4.038(1.1); 4.034(0.9); 4.020(1.2); 4.015(0.9); 4.002(0.6); 3.998(0.6);3.322(34.4); 3.318(26.1); 3.281(4.1); 3.056(0.4); 3.000(0.4);2.981(0.5); 2.941(0.4); 2.908(0.4); 2.899(0.5); 2.865(0.4); 2.859(0.4);2.671(0.9); 2.666(0.9); 2.626(0.6); 2.501(72.4); 2.497(70.9);2.466(15.8); 2.462(16.0); 2.328(0.5); 2.324(0.5); 1.989(4.3);1.983(2.8); 1.949(0.7); 1.397(0.6); 1.336(4.4); 1.297(1.7); 1.258(2.1);1.249(5.3); 1.245(4.2); 1.210(1.6); 1.193(1.9); 1.188(1.5); 1.175(2.8);1.170(2.0); 1.157(1.8); 1.153(1.4); 1.135(0.7); 1.117(0.4); 0.993(0.4);0.008(1.7); 0.000(15.7); −0.005(9.5); −0.040(2.3) I-1-359: HPLC-MS: logP = 1.85; mass (m/z): 390.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =8.679(1.9); 8.386(5.8); 8.381(5.9); 8.374(6.1); 8.369(5.8); 7.714(4.6);7.709(4.6); 7.695(5.3); 7.690(5.1); 7.657(1.7); 7.652(1.7); 7.638(1.9);7.633(1.9); 7.589(4.2); 7.585(2.5); 7.578(1.5); 7.570(5.0); 7.565(3.9);7.506(2.0); 7.499(2.2); 7.490(3.0); 7.483(6.8); 7.479(3.3); 7.473(7.6);7.467(13.6); 7.460(7.9); 7.449(3.8); 7.445(2.1); 7.438(2.2); 7.426(3.2);7.419(2.3); 7.405(5.5); 7.393(5.2); 7.386(4.8); 7.374(4.6); 7.262(0.4);7.256(0.3); 7.241(0.6); 7.235(0.6); 7.171(0.5); 7.165(0.4); 6.514(12.4);4.085(0.8); 4.067(2.4); 4.050(2.4); 4.032(0.8); 3.697(0.4); 3.681(0.4);3.664(0.3); 3.627(0.9); 3.351(0.3); 3.334(0.4); 3.318(0.4); 3.189(0.3);3.171(0.6); 3.153(0.6); 3.134(0.4); 3.117(0.6); 3.099(0.6); 3.082(0.3);2.589(0.5); 2.470(1.9); 2.460(0.6); 2.455(0.4); 2.379(0.4); 2.283(49.6);2.261(0.5); 2.257(0.7); 2.254(0.7); 2.242(0.5); 2.232(0.6); 2.219(1.8);2.167(56.7); 2.122(1.1); 2.114(0.9); 2.107(1.0); 2.101(0.8); 2.095(0.6);2.082(0.3); 1.972(11.0); 1.964(3.2); 1.958(3.9); 1.952(34.8);1.946(65.0); 1.940(90.5); 1.934(61.8); 1.928(31.5); 1.915(0.7);1.775(0.4); 1.768(0.6); 1.762(0.4); 1.386(0.7); 1.372(14.8); 1.340(6.3);1.321(0.5); 1.303(0.7); 1.285(8.3); 1.276(16.0); 1.270(4.8); 1.229(5.7);1.221(3.3); 1.216(1.5); 1.211(11.4); 1.203(6.2); 1.193(5.6); 1.186(3.1);1.052(5.5); 1.034(11.1); 1.017(5.3); 0.918(2.5); 0.898(0.4); 0.881(0.9);0.874(0.4); 0.864(0.5); 0.856(0.4); 0.000(1.1) I-1-360: HPLC-MS: logP =2.80; mass (m/z): 346.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.448(3.7); 7.951(4.7); 7.683(1.9); 7.679(1.8); 7.664(2.3); 7.660(2.3);7.596(1.8); 7.592(2.1); 7.587(2.0); 7.582(2.5); 7.573(4.2); 7.568(3.1);7.563(3.1); 7.555(3.2); 7.553(3.1); 7.525(2.0); 7.521(2.3); 7.506(4.3);7.502 (4.0); 7.487(3.1); 7.482(4.1); 7.477(2.4); 7.473(2.3); 7.469(2.2);7.463(2.3); 7.458(2.4); 7.454(2.6); 7.451(2.3); 7.445(1.0); 7.440(0.9);7.436(1.0); 5.754(4.8); 4.038(0.4); 4.020(0.4); 3.340(261.8);2.671(0.4); 2.525(0.9); 2.520(1.5); 2.511(22.2); 2.507(45.1);2.502(58.9); 2.498(41.7); 2.493(19.4); 2.329(0.4); 2.086(0.4);2.073(1.6); 2.061(16.0); 1.989(1.9); 1.398(0.8); 1.193(0.5); 1.175(1.0);1.157(0.5); 0.000(1.1) I-1-361: HPLC-MS: log P = 1.88; mass (m/z): 347.1(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.905(1.5); 7.610(2.2);7.606(2.5); 7.590(2.7); 7.587(3.2); 7.567(2.4); 7.563(2.4); 7.549(3.0);7.544(3.0); 7.508(1.2); 7.503(1.9); 7.497(1.9); 7.490(3.0); 7.485(3.7);7.481(4.3); 7.477(4.6); 7.472(4.3); 7.469(3.7); 7.465(4.9); 7.451(5.6);7.449(5.4); 7.435(2.5); 7.431(3.8); 7.427(5.6); 7.422(3.3); 7.412(3.0);7.408(3.8); 7.403(1.5); 7.393(3.1); 7.390(2.9); 7.375(1.2); 7.371(1.1);6.088(8.5); 5.446(16.0); 4.252(4.4); 2.146(21.2); 1.963(0.9);1.957(1.1); 1.951(8.5); 1.945(15.8); 1.938(21.9); 1.932(14.9);1.926(7.6); 1.340(0.7); 1.285(0.9); 1.268(0.8); 1.254(0.4); 1.247(0.4);0.008(0.7); 0.000(18.9); −0.009(0.7) I-1-362: HPLC-MS: log P = 2.37;mass (m/z): 357.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.954(0.5);8.109(0.8); 8.088(11.5); 7.642(2.6); 7.633(0.8); 7.623(4.1); 7.618(3.6);7.599(0.3); 7.596(0.4); 7.582(1.8); 7.577(2.2); 7.564(3.8); 7.560(4.9);7.549(4.2); 7.545(5.3); 7.543(5.7); 7.531(0.6); 7.520(3.8); 7.516 (3.8);7.503(2.5); 7.499(2.9); 7.490(0.7); 7.482(1.3); 7.479(1.3); 7.472(0.4);7.466(0.5); 7.460(2.6); 7.455(3.2); 7.446(6.7); 7.444(7.3); 7.442(9.2);7.428(1.5); 7.417(1.4); 7.413(1.7); 7.399(4.2); 7.396(5.5); 7.387(4.1);7.382(3.2); 7.373(2.5); 7.367(2.9); 7.361(1.1); 7.355(1.0); 7.348(0.9);5.448(16.0); 3.829(3.3); 2.154(15.2); 2.114(0.6); 2.108(0.5);2.101(0.5); 1.964(1.9); 1.958(2.3); 1.953(15.9); 1.946(29.6);1.940(40.9); 1.934(28.5); 1.928(14.8); 0.008(0.4); 0.000(10.2);−0.009(0.4) I-1-363: HPLC-MS: log P = 2.45; mass (m/z): 334.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 9.902(1.9); 8.635(6.3); 8.629(9.8);8.611(9.8); 8.605(6.3); 8.457(0.8); 7.920(7.4); 7.914(7.4); 7.617(3.5);7.612(2.9); 7.599(4.3); 7.593(4.6); 7.581(3.5); 7.576(3.8); 7.562(3.8);7.557(5.1); 7.541(0.5); 7.506(0.5); 7.493(0.5); 7.488(1.5); 7.483(2.0);7.469(4.6); 7.465(4.4); 7.455(5.0); 7.452(5.6); 7.449(5.9); 7.436(4.2);7.431(3.6); 7.418(1.9); 7.413(1.1); 7.261(0.4); 7.256(0.4); 7.240(0.7);7.235(0.7); 7.170(0.5); 7.164(0.5); 7.149(0.4); 7.143(0.3); 7.017(7.7);7.011(7.6); 5.446(2.4); 4.996(0.4); 3.685(0.4); 3.667(0.4); 3.524(0.5);3.507(0.4); 3.030(0.8); 3.015(0.8); 2.136(12.0); 2.135(11.9);2.107(0.4); 1.964(1.6); 1.952(21.1); 1.946(39.7); 1.940(55.6);1.933(38.6); 1.927(20.1); 1.768(0.3); 1.371(16.0); 1.340(3.4);1.306(0.4); 1.285(4.5); 1.276(16.0); 1.241(0.4); 1.222(0.6); 1.216(0.7);1.204(0.3); 1.124(1.4); 1.106(2.6); 1.088(1.3); 1.062(0.5); 0.881(0.4);0.000(7.0) I-1-364: HPLC-MS: log P = 2.38; mass (m/z): 317.1 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 9.311(2.2); 8.436(2.5); 8.431(3.4);8.417(2.9); 8.408(15.1); 8.402(4.4); 8.395(11.0); 7.929(13.1);7.923(13.2); 7.644(7.3); 7.640(5.2); 7.638(4.9); 7.626(9.5); 7.621(9.8);7.601(4.7); 7.596(5.2); 7.582(5.1); 7.577(7.3); 7.563(0.4); 7.517(2.7);7.512(3.9); 7.498(13.7); 7.493(13.2); 7.484(12.2); 7.480(16.0);7.478(14.7); 7.475(8.6); 7.465(10.4); 7.460(8.5); 7.447(2.8);7.442(2.1); 7.011(9.8); 7.004(9.8); 5.477(2.5); 2.227(252.6);2.224(387.2); 2.222(387.9); 2.143(0.4); 2.137(0.6); 2.131(0.4);1.994(4.6); 1.988(4.0); 1.982(39.4); 1.976(74.8); 1.970(106.6);1.964(72.0); 1.958(36.3); 1.804(0.4); 1.798(0.6); 1.792(0.4);1.297(0.7); 1.144(0.4) I-1-365: HPLC-MS: logP = 2.99; mass (m/z): 438.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.397(4.1); 7.948(6.7);7.930(3.0); 7.682(1.9); 7.679(1.9); 7.663(2.4); 7.659(2.3); 7.589(1.5);7.584(1.7); 7.569(2.5); 7.565(2.7); 7.525(1.4); 7.522(1.3); 7.507(4.9);7.500(4.2); 7.492(6.8); 7.482(3.2); 7.477(2.2); 7.462 (2.1); 7.458(1.9);7.444(0.8); 7.439(0.7); 7.247(1.1); 7.239(1.2); 7.232(1.3); 7.226(1.5);7.219(1.2); 7.212(1.1); 7.204(0.9); 5.751(2.9); 4.038(0.7); 4.020(0.7);3.438(0.5); 3.432(0.5); 3.413(1.0); 3.363(502.0); 3.307(0.4);3.298(0.5); 2.673(0.4); 2.512(22.2); 2.508(43.0); 2.504(55.2);2.499(39.5); 2.495(18.8); 2.330(0.4); 2.114(16.0); 2.072(1.9);1.989(3.2); 1.397(0.7); 1.193(0.9); 1.175(1.7); 1.157(0.8); 0.000(0.4)I-1-366: HPLC-MS: log P = 3.12; mass (m/z): 501.9 (M + H)⁺; ¹H-NMR(601.6MHz, CD₃CN): δ = 8.524(1.6); 8.074(1.2); 8.061(3.7); 8.057(3.5);8.014(2.2); 8.013(2.2); 8.001(2.4); 7.999(2.4); 7.981(2.7); 7.970(2.9);7.944(0.7); 7.937(0.5); 7.893(0.7); 7.888(0.7); 7.876(0.5); 7.844(0.6);7.841(0.6); 7.831(0.7); 7.828(0.6); 7.726(1.8); 7.723(1.8); 7.713(2.0);7.710(2.1); 7.619(3.5); 7.574(4.5); 7.541(1.6); 7.538(1.6); 7.534(1.7);7.532(1.7); 7.522(3.1); 7.520(3.3); 7.509(4.2); 7.507(4.1); 7.491(8.6);7.489(8.8); 7.478(9.0); 7.477(8.5); 7.466(3.6); 7.464(3.3); 7.447(1.0);7.444(0.9); 7.439(0.9); 7.430(0.7); 7.427(0.8); 7.411(0.5); 7.386(0.4);7.359(0.3); 7.306(0.5); 7.304(0.5); 7.294(0.6); 7.291(0.6); 7.281(0.5);7.278(0.5); 7.240(3.3); 7.237(3.5); 7.227(4.6); 7.225(4.3); 7.215(3.1);7.212(2.8); 6.972(0.5); 6.968(0.5); 5.590(0.8); 5.579(0.8); 5.446(1.6);4.365(2.4); 4.353(7.3); 4.341(7.6); 4.329(2.5); 2.625(0.4); 2.602(0.4);2.152(53.0); 2.148(64.3); 2.144(67.0); 2.142(64.7); 2.138(72.9);2.058(0.6); 2.054(1.2); 2.050(1.8); 2.046(1.2); 2.042(0.6); 1.964(9.2);1.956(8.1); 1.951(9.4); 1.948(118.8); 1.943(217.3); 1.939(304.0);1.935(198.5); 1.931(96.9); 1.926(3.0); 1.922(1.4); 1.833(0.6);1.829(1.2); 1.825(1.8); 1.820(1.2); 1.816(0.6); 1.736(4.2); 1.725(4.0);1.639(0.4); 1.627(0.4); 1.373(7.8); 1.361(16.0); 1.350(7.8); 1.301(0.6);1.294(0.3); 1.291(0.6); 1.283(0.5); 1.270(1.0); 1.264(0.5); 1.259(0.3);1.253(0.4); 1.008(0.4); 0.096(0.6); 0.005(4.3); 0.000(160.3);−0.006(4.7); −0.100(0.6) I-1-367: HPLC-MS: log P = 3.18; mass (m/z):549.8 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.568(3.7); 8.122(0.4);8.099(0.4); 8.046(7.5); 8.019(2.8); 8.017(2.8); 7.997(4.2); 7.986(5.4);7.967(5.6); 7.918(0.6); 7.908(1.0); 7.890(0.6); 7.879(0.5); 7.869(0.6);7.858(0.5); 7.838(0.4); 7.805(0.3); 7.801(0.4); 7.780(0.6); 7.774(0.6);7.732(1.7); 7.728(1.8); 7.721(0.4); 7.712(2.2); 7.708(2.1); 7.696(0.5);7.685(0.5); 7.622(7.6); 7.617(7.9); 7.610(8.5); 7.584(9.2); 7.538(5.7);7.529(5.7); 7.515(7.1); 7.508(6.9); 7.491(14.9); 7.480(16.0);7.431(1.3); 7.423(1.3); 7.411(1.0); 7.404(1.0); 7.389(0.8); 7.385(0.8);7.380(0.7); 7.371(0.7); 7.366(0.7); 7.346(0.6); 7.342(0.6); 7.325(0.5);7.320(0.5); 7.310(0.5); 7.249(4.9); 7.244(4.8); 7.230(7.3); 7.226(6.3);7.217(3.7); 7.211(4.1); 7.206(3.3); 7.149(0.8); 7.146(0.7); 7.135(0.7);7.131(0.8); 7.110(0.4); 6.552(0.4); 6.548(0.4); 6.537(0.4); 6.533(0.4);5.449(1.6); 4.826(0.4); 4.373(1.9); 4.356(5.9); 4.338(6.0); 4.320(2.0);2.673(1.0); 2.669(1.0); 2.630(1.5); 2.601(0.4); 2.567(0.4); 2.473(0.6);2.468(1.2); 2.464(1.6); 2.459(1.1); 2.454(0.6); 2.178(350.1);2.172(396.0); 2.121(1.6); 2.115(2.2); 2.108(2.6); 2.102(1.9);2.096(1.2); 2.016(0.4); 1.965(14.1); 1.959(15.8); 1.953(134.8);1.947(253.2); 1.941(354.6); 1.935(244.9); 1.929(126.5); 1.854(0.3);1.848(0.3); 1.782 (0.9); 1.776(1.6); 1.770(2.2); 1.763(1.6); 1.757(0.9);1.739(0.4); 1.676(0.7); 1.658(0.7); 1.640(0.4); 1.622(0.4); 1.379(6.6);1.361(13.0); 1.343(6.6); 1.331(0.3); 1.325(0.4); 1.300(0.6); 1.282(1.1);1.268(3.8); 1.258(1.0); 1.247(1.2); 1.244(1.0); 1.229(1.6); 1.226(1.4);1.219(0.5); 1.211(1.0); 1.209(0.8); 1.200(0.4); 1.195(0.4); 1.101(0.3);1.085(0.3); 1.025(0.7); 1.014(1.5); 1.007(1.3); 0.997(1.5); 0.989(0.8);0.898(0.4); 0.891(0.4); 0.881(0.7); 0.858(0.5); 0.840(0.5); 0.774(0.4);0.770(0.4); 0.757(0.4); 0.751(0.5); 0.740(0.4); 0.731(0.3); 0.723(0.4);0.146(0.6); 0.008(4.4); 0.000(149.5); −0.009(4.9); −0.149(0.6) I-1-368:HPLC-MS: log P = 2.51; mass (m/z): 448.9 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 8.866(2.2); 8.112(0.5); 8.090(16.0); 7.904(4.7); 7.902(4.9);7.884(5.0); 7.882(5.1); 7.640(3.0); 7.636(2.8); 7.635(2.5); 7.620(4.9);7.619(5.3); 7.617(4.6); 7.616(4.4); 7.609(0.6); 7.590(0.3); 7.583(2.5);7.576(3.9); 7.571 (3.1); 7.563(3.3); 7.560(6.7); 7.558(6.0); 7.556(8.9);7.551(3.2); 7.537(4.3); 7.532(2.4); 7.523(5.1); 7.518(5.1); 7.513(0.8);7.504(3.1); 7.503(2.9); 7.500(4.7); 7.485(1.7); 7.481(1.6); 7.455(2.5);7.452(2.6); 7.446(0.4); 7.436(5.6); 7.433(5.8); 7.427(0.6); 7.417(3.8);7.415(3.7); 7.298(4.6); 7.294(5.4); 7.279(3.8); 7.275(4.0); 7.209 (3.3);7.204(3.1); 7.195(0.4); 7.189(4.4); 7.185(4.3); 7.170(2.8); 7.166(2.7);5.447(2.2); 4.066(0.6); 4.048(0.6); 3.843(2.0); 2.146(19.9); 1.971(3.0);1.965(1.0); 1.958(1.2); 1.953(11.1); 1.946(21.1); 1.940(29.8);1.934(20.8); 1.928(10.8); 1.436(1.4); 1.372(3.6); 1.340(0.3);1.284(0.5); 1.276(4.1); 1.221(0.8); 1.203(1.6); 1.185(0.8); 0.936(0.3);0.008(1.5); 0.000(37.8); −0.009(1.6) I-1-369: HPLC-MS: log P = 2.27;mass (m/z): 424.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.215(3.3);8.425(6.2); 8.420(6.4); 8.413(6.5); 8.408(6.2); 7.901(11.5);7.895(11.4); 7.768(6.4); 7.763(6.3); 7.749(7.3); 7.744(6.9); 7.615(5.3);7.611(4.5); 7.597(6.2); 7.592(6.8); 7.578(0.5); 7.560(4.8); 7.555(5.2);7.536(7.8); 7.524(0.6); 7.481(2.9); 7.468(11.5); 7.462(7.9);7.456(11.7); 7.449(16.0); 7.443(5.9); 7.437(10.1); 7.431(5.2);7.417(1.8); 7.412(1.3); 6.970(11.7); 6.964(11.4); 5.447(3.8);2.461(0.4); 2.136(90.8); 2.132(76.9); 2.113(1.7); 2.107(2.2);2.101(1.6); 2.095(0.9); 1.963(9.1); 1.952(125.9); 1.945(233.6);1.939(326.4); 1.933(224.8); 1.927(115.7); 1.780(0.7); 1.774(1.4);1.768(1.9); 1.762(1.3); 1.756(0.7); 1.270(0.7); 0.146(0.4); 0.008(3.3);0.000(77.8); −0.150(0.4) I-1-370: HPLC-MS: log P = 2.71; mass (m/z):302.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.824(0.7); 7.859(2.5);7.853(2.5); 7.603(1.3); 7.599(1.1); 7.597(1.1); 7.584(1.8); 7.579(1.7);7.560(1.2); 7.555(1.5); 7.542(1.3); 7.541(1.4); 7.536(1.8); 7.474(0.7);7.470(0.8); 7.455(1.9); 7.451(1.7); 7.437(1.7); 7.434(1.9); 7.432(1.5);7.429(1.8); 7.415(1.5); 7.410(1.5); 7.396(0.8); 7.390(2.8); 7.384(2.7);6.941(2.6); 6.935(2.5); 6.821(2.5); 6.816(2.5); 5.446(0.5); 2.587(16.0);2.169(25.7); 1.964(4.0); 1.958(0.8); 1.952(4.1); 1.946(7.5);1.939(10.4); 1.933(7.1); 1.927(3.7); 1.436(0.4) I-1-371: HPLC-MS: log P= 2.88; mass (m/z): 386.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =9.478(0.4); 7.880(2.3); 7.874(2.3); 7.609(1.2); 7.604(0.8); 7.600(0.8);7.591(1.2); 7.585(1.6); 7.541(0.7); 7.535(0.8); 7.518(1.3); 7.480(0.4);7.475(0.7); 7.461(1.7); 7.456(1.9); 7.453(2.0); 7.445(2.8); 7.435(1.7);7.429(1.2); 7.416(0.5); 7.411(0.3); 6.894(1.1); 2.734(16.0); 2.699(0.6);2.145(9.8); 1.971(0.5); 1.964(0.5); 1.952(7.9); 1.946(14.9);1.940(21.0); 1.933(14.6); 1.927(7.7); 1.372(5.7); 1.340(1.2);1.285(1.6); 1.276(5.8); 0.000(6.5) I-1-372: HPLC-MS: logP = 2.75; mass(m/z): 336.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.370(2.2);8.039(2.9); 8.033(2.9); 7.681(1.4); 7.677(1.1); 7.675(1.1); 7.662(1.8);7.657(1.7); 7.593(1.1); 7.588(1.4); 7.574(1.4); 7.569(1.9); 7.521(0.6);7.516(0.8); 7.502(1.7); 7.498(1.6); 7.485(2.3); 7.479(2.2); 7.466 (1.5);7.461(1.4); 7.448(0.5); 7.443(0.4); 6.773(2.7); 6.766(2.7); 5.756(1.6);4.287(2.1); 4.276(2.4); 4.265(2.2); 3.323(16.3); 3.044(2.3); 3.032(2.4);3.021(2.1); 2.524(0.5); 2.511(11.3); 2.506(22.3); 2.502(29.0);2.497(20.6); 2.493(9.8); 2.017(16.0); 1.235(1.2); 0.000(2.9) I-1-373:HPLC-MS: log P = 3.85; mass (m/z): 354.1 (M + H)⁺; ¹H-NMR(601.6 MHz,CD₃CN): δ = 7.892(0.8); 7.888(0.8); 7.602(0.4); 7.600(0.4); 7.589(0.5);7.587(0.5); 7.566(0.4); 7.565(0.4); 7.553(0.5); 7.552(0.5); 7.535(0.4);7.532(0.4); 7.523(0.5); 7.520(0.5); 7.453(0.5); 7.450(0.5); 7.440(0.4);7.433(0.4); 7.429(0.4); 7.420(0.4); 7.417(0.4); 7.401(0.3); 7.399(0.4);7.338(0.4); 7.336(0.4); 7.326(0.5); 7.323(0.5); 7.274(0.4); 7.272(0.4);7.262(0.5); 7.260(0.5); 6.972(0.9); 6.967(0.8); 2.162(10.0); 1.966(0.5);1.950(2.2); 1.945(3.9); 1. 941(5.7); 1.937(3.9); 1.933(2.0); 1.436(0.7);1.429(16.0); 1.344(0.5); 0.000(2.6) I-1-374: HPLC-MS: logP = 3.15; mass(m/z): 354.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.326(11.6);8.315(0.5); 8.108(16.0); 8.102(15.0); 7.916(11.7); 7.903(12.2);7.703(7.0); 7.698(5.6); 7.685(8.2); 7.679(7.9); 7.664(0.5); 7.628(6.1);7.622(6.4); 7.611(6.9); 7.608(6.9); 7.604(8.8); 7.591(0.6); 7.571(5.0);7.542(2.6); 7.537(3.3); 7.523(8.6); 7.519(8.1); 7.510(9.3); 7.505(11.3);7.500(6.5); 7.492(7.6); 7.487(6.1); 7.473(2.5); 7.468(1.8); 7.432(10.7);7.410(13.2); 7.397(12.4); 7.294(5.2); 6.871(14.9); 6.865(13.9);5.756(1.8); 3.322(125.3); 2.675(1.2); 2.671(1.4); 2.541(1.2);2.506(188.1); 2.502(221.9); 2.497(156.1); 2.333(1.2); 2.328(1.4);2.179(0.5); 1.235(8.6); 0.871(0.4); 0.854(0.8); 0.836(0.3); 0.000(62.8);−0.008(2.9) I-1-375: HPLC-MS: logP = 3.15; mass (m/z): 372.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.490(7.5); 8.315(0.7); 8.104(15.4);8.098(15.0); 8.083(0.4); 7.921(8.4); 7.908(8.8); 7.711(0.5); 7.700(7.0);7.695(5.0); 7.692(4.5); 7.682(7.3); 7.676(8.5); 7.663(0.6); 7.619(5.4);7.613(5.3); 7.603(4.8); 7.600(5.6); 7.595(8.1); 7.584(0.6); 7.537(2.2);7.532(3.3); 7.519(9.1); 7.514(8.6); 7.509(9.1); 7.502(14.8); 7.495(6.5);7.490 (7.8); 7.485(6.5); 7.471(2.3); 7.466(1.7); 7.447(16.0);7.434(15.2); 6.889(0.5); 6.883(0.6); 6.861(7.0); 6.856(6.7); 5.756(4.6);3.322(168.7); 2.675(1.3); 2.671(1.7); 2.666(1.3); 2.541(1.2);2.524(5.3); 2.510(104.8); 2.506 (203.1); 2.502(261.3); 2.497(184.6);2.493(86.1); 2.337(0.6); 2.333(1.2); 2.328(1.7); 2.324(1.2); 2.178(0.6);0.150(0.4) I-1-376: HPLC-MS: log P = 2.57; mass (m/z): 381.1 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 9.520(2.1); 8.674(4.5); 8.662(4.5);8.243(4.3); 8.222(4.6); 7.686(3.1); 7.674(3.1); 7.666(3.0); 7.654(2.8);7.640(0.5); 7.632(3.9); 7.629(3.2); 7.614(5.8); 7.611(4.7); 7.544(2.0);7.536(2.3); 7.529(3.0); 7.521(5.3); 7.511(3.7); 7.502(12.0);7.499(16.0); 7.495(10.3); 7.487(2.3); 7.483(3.3); 7.479(2.3);7.468(0.4); 7.464(0.7); 7.460(0.8); 7.441(0.4); 7.436(0.4); 6.558(13.5);6.395(0.8); 5.447(1.4); 2.449(0.3); 2.291(53.9); 2.254(3.1);2.147(46.9); 2.120(0.3); 2.113(0.4); 2.107(0.4); 1.964(2.2); 1.958(3.0);1.952(23.2); 1.946(43.3); 1.940(60.2); 1.934(41.3); 1.927(21.2);1.768(0.3); 1.269(0.6); 0.000(0.9) I-1-377: HPLC-MS: logP = 3.29; mass(m/z): 338.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.252(2.3);7.896(9.6); 7.890(9.6); 7.728(10.8); 7.714(11.3); 7.615(4.6);7.610(3.7); 7.609(3.4); 7.596(6.1); 7.591(6.0); 7.575(4.5); 7.569(5.1);7.557(4.5); 7.555(4.7); 7.551(6.7); 7.535(0.4); 7.488(2.1); 7.483(2.7);7.469(6.4); 7.465(6.1); 7.453(7.2); 7.451(6.9); 7.447(7.2); 7.434(5.5);7.429(4.8); 7.416(1.9); 7.411(1.4); 7.134(11.5); 7.121(10.9);6.930(9.8); 6.924(9.6); 6.298(0.4); 5.447(1.2); 2.244(0.4); 2.233(0.5);2.227(0.6); 2.169(446.8); 2.120(0.9); 2.114(0.9); 2.107(0.9);2.101(0.7); 2.095(0.6); 2.087(0.4); 2.084(0.4); 2.076(0.3); 1.972(1.2);1.964(3.8); 1.958(5.0); 1.952(26.5); 1.946(48.4); 1.940(66.4);1.934(46.0); 1.928(23.9); 1.775(0.4); 1.768(0.5); 1.762(0.4);1.690(0.4); 1.437(16.0); 1.269(0.5); 0.911(0.3); 0.000(1.5) I-1-378:HPLC-MS: logP = 2.96; mass (m/z): 413.8 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.867(7.2); 8.095(9.5); 8.089(9.5); 7.924(12.4);7.920(12.6); 7.696(4.5); 7.692(3.7); 7.690(3.6); 7.677(6.1); 7.672(5.6);7.624(3.9); 7.619(5.0); 7.606(4.2); 7.604(4.6); 7.600(6.2); 7.538(2.0);7.534(2.5); 7.519(5.8); 7.515(5.3); 7.501(9.5); 7.495(8.3); 7.482(4.9);7.477(5.0); 7.463(1.9); 7.458(1.5); 6.910(13.2); 6.906(13.1);6.865(9.9); 6.859(10.0); 5.757(16.0); 4.039(0.4); 4.021(0.4);3.330(13.5); 2.526(0.6); 2.521(1.0); 2.513(11.5); 2.508(23.5);2.504(31.1); 2.499(22.3); 2.495(10.5); 1.990(1.9); 1.396(0.7);1.193(0.5); 1.175(1.1); 1.158(0.5); 0.000(6.7) I-1-379: HPLC-MS: log P =3.34; mass (m/z): 429.9 (M + H)⁺; ¹H-NMR(600.1 MHz, CD₃CN): δ =9.213(2.3); 8.519(0.4); 8.517(0.4); 8.512(0.5); 8.509(0.5); 8.035(0.5);8.033(0.5); 8.021(0.6); 8.019(0.6); 7.894(11.3); 7.890(11.2);7.626(15.0); 7.621(0.7); 7.617(15.9); 7.613(6.2); 7.611(5.2);7.610(5.3); 7.600(7.6); 7.597(7.1); 7.572(5.6); 7.569(6.5); 7.559(6.3);7.556(7.5); 7.546(0.6); 7.538(0.6); 7.532(0.6); 7.525(0.5); 7.483 (2.8);7.480(3.4); 7.470(7.6); 7.468(6.9); 7.458(5.8); 7.455(5.0); 7.451(6.4);7.448(6.4); 7.438(6.5); 7.435(6.6); 7.428(1.4); 7.426(2.9); 7.423(2.4);7.272(16.0); 7.264(15.4); 7.103(1.1); 7.095(1.0); 6.929(10.4);6.925(10.3); 5.446(7.3); 2.127(117.8); 2.058(0.5); 2.054(1.0);2.050(1.4); 2.046(1.0); 2.042(0.5); 1.963(5.5); 1.955(5.7); 1.951(7.7);1.947(91.7); 1.943(175.3); 1.939(258.1); 1.935(176.2); 1.931(88.5);1.922(1.4); 1.914(0.4); 1.832(0.5); 1.828(1.0); 1.824(1.5); 1.820(1.0);1.816(0.5); 1.377(1.1); 1.372(8.2); 1.340(2.2); 1.299(0.4); 1.289(0.6);1.285(2.8); 1.277(8.7); 1.264(0.3); 1.217(1.2); 0.097(0.8); 0.005(5.9);0.000(202.9); −0.006(6.3); −0.100(0.8) I-1-380: HPLC-MS: log P = 2.09;mass (m/z): 381.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.846(4.1);8.833(4.2); 8.775(1.4); 8.678(7.7); 7.661(4.8); 7.648(4.6); 7.598(2.0);7.595(3.2); 7.592(1.9); 7.581(2.4); 7.577(4.6); 7.574(3.2); 7.565(0.4);7.505(1.6); 7.496(1.7); 7.490(2.1); 7.481(4.2); 7.471(2.6); 7.463(12.0);7.461(11.8); 7.457(6.9); 7.450(2.3); 7.446(2.6); 7.442(1.2); 7.427(0.8);7.423(0.6); 7.420(0.4); 7.253(0.6); 7.240(0.4); 7.235(0.8); 7.197(0.7);7.178(0.4); 7.171(0.4); 7.165(0.4); 7.150(0.4); 6.523(9.0); 5.447(3.6);4.085(1.3); 4.067(4.0); 4.049(4.1); 4.032(1.4); 2.966(0.4); 2.887(0.4);2.328(2.7); 2.285(35.8); 2.274(1.5); 2.218(0.6); 2.154(30.6);2.131(0.3); 2.123(0.4); 2.107(0.4); 1.971(18.0); 1.964(1.6); 1.957(1.9);1.952(16.5); 1.946(30.9); 1.939(43.1); 1.933(29.7); 1.927(15.3);1.913(0.8); 1.553(1.1); 1.437(16.0); 1.372(6.0); 1.341(1.4); 1.296(0.4);1.285(1.9); 1.276(6.9); 1.250(0.6); 1.231(0.3); 1.221(4.9); 1.203(9.6);1.185(4.7); 0.881(0.3); 0.000(1.9) I-1-381: HPLC-MS: log P = 2.19; mass(m/z): 333.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 18.011(0.6);17.562(0.7); 15.449(0.6); 9.391(2.7); 8.783(16.0); 8.631(8.9);8.618(9.1); 7.928(10.1); 7.922(10.4); 7.645(5.0); 7.639(3.9);7.627(5.8); 7.621(6.3); 7.587(4.3); 7.581(4.8); 7.570(14.0); 7.563(7.9);7.556(9.9); 7.510(2.4); 7.496(6.3); 7.491(6.1); 7.485(6.8); 7.479(10.4);7.472(4.6); 7.467(5.8); 7.462(4.3); 7.448(1.4); 7.011(10.3); 7.005(9.8);5.477(2.0); 4.097(0.6); 4.079(0.7); 3.306(0.7); 2.332(0.7); 2.318(0.9);2.290(1.3); 2.229(869.1); 2.223(1835.6); 2.162(7.5); 2.150(1.1);2.144(2.0); 2.137(2.7); 2.131(1.8); 2.125(1.0); 2.104(0.7); 2.087(0.7);2.074(0.6); 2.067(0.6); 2.042(0.7); 2.035(0.8); 1.994(1128.9);1.982(176.2); 1.976(314.2); 1.970(437.3); 1.964(294.7); 1.957(147.0);1.920(0.7); 1.863(0.6); 1.822(6.6); 1.815(0.7); 1.805(1.8); 1.798(2.4);1.792(1.9); 1.786(1.1); 1.710(0.6); 1.317(0.6); 1.299(2.2); 1.251(0.8);1.233(1.5); 1.214(0.6); 0.941(1.0); 0.029(1.8) I-1-382: HPLC-MS: logP =2.15; mass (m/z): 334.1 (M + H)⁺; ¹H-NMR(601.6 MHz, CD₃CN): δ =8.090(1.0); 8.089(1.8); 8.088(1.1); 8.076(1.1); 8.075(2.0); 8.074(1.2);7.652(3.7); 7.650(3.9); 7.648(2.1); 7.646(2.0); 7.643(2.0); 7.641(1.9);7.629(0.3); 7.627(0.3); 7.525(1.0); 7.521(1.0); 7.516(0.9); 7.511(1.3);7.507(0.9); 7.502(0.8); 7.498(0.8); 5.451(0.9); 3.746(9.2); 3.743(9.2);2.410(16.0); 2.177(4.9); 1.967(10.4); 1.959(0.3); 1.955(0.4);1.951(4.6); 1.947(8.5); 1.943(12.4); 1.939(8.6); 1.935(4.4); 0.000(1.1)I-1-383: HPLC-MS: log P = 2.86; mass (m/z): 387.9 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 8.824(1.4); 7.870(6.0); 7.864(5.9); 7.832(0.7);7.827(0.7); 7.623(0.3); 7.608(3.1); 7.604(2.3); 7.602(2.2); 7.590(4.1);7.585(3.9); 7.578(0.5); 7.573(0.5); 7.569(0.4); 7.558(2.7); 7.552(3.4);7.541(2.6); 7.538(3.0); 7.534(4.4); 7.480(1.2); 7.476(1.8); 7.462(4.4);7.457(4.0); 7.448(4.2); 7.444(4.4); 7.442(4.5); 7.438(3.0); 7.429(3.7);7.424(3.2); 7.416(0.4); 7.410(1.1); 7.406(0.8); 7.402(0.4); 6.892(4.4);6.886(4.4); 5.446(1.3); 3.813(15.9); 3.811(16.0); 3.408(0.3);3.321(1.5); 2.150(235.5); 2.132(1.3); 2.119(0.5); 2.113(0.4);2.107(0.5); 2.101(0.4); 2.074(0.5); 1.976(1.1); 1.972(1.5);1.964(158.3); 1.958(4.2); 1.952(31.5); 1.946(60.2); 1.940(87.3);1.933(59.2); 1.927(29.8); 1.792(0.8); 1.774(0.4); 1.768(0.5);1.762(0.4); 1.285(0.4); 1.270(1.0); 1.135(0.4); 1.117(0.8); 1.099(0.4);0.000(2.6) I-1-384: HPLC-MS: logP = 3.05; mass (m/z): 384.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.543(7.4); 8.110(9.5); 8.104(9.4);7.770(0.6); 7.750(1.9); 7.741(1.1); 7.730(4.2); 7.716(6.9); 7.696(16.0);7.689(4.1); 7.678(7.5); 7.672(7.6); 7.660(0.5); 7.624(4.0); 7.618(4.0);7.607(3.3); 7.605(3.8); 7.600(5.9); 7.588(0.4); 7.531(1.3); 7.526(2.0);7.512(5.4); 7.507(5.2); 7.502(5.5); 7.495(9.1); 7.488(4.0); 7.483(4.9);7.478(4.1); 7.464(1.5); 7.459(1.0); 6.892(10.3); 6.885(10.2);5.756(9.7); 3.323(19.7); 2.675(0.5); 2.671(0.6); 2.666(0.4); 2.524(1.8);2.511(37.1); 2.506(74.9); 2.502(98.1); 2.497(69.8); 2.493(33.0);2.333(0.5); 2.329(0.6); 2.324 (0.4); 1.989(1.3); 1.193(0.4); 1.175(0.7);1.157(0.4); 0.008(2.3); 0.000(63.6); −0.009(2.2) I-1-385: HPLC-MS: log P= 2.94; mass (m/z): 368.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.590(1.4); 8.840(1.7); 8.837(1.5); 8.696(1.8); 8.693(1.4); 8.579(1.5);8.572(1.3); 7.855(0.8); 7.836(1.0); 7.803(0.3); 7.785(0.8); 7.766(0.7);7.734(0.7); 7.716(1.8); 7.697(0.8); 7.049(1.5); 7.042(1.4); 3.336(13.5);2.510(4.7); 2.505(5.6); 2.501(3.8); 0.000(0.6) I-1-386: HPLC-MS: logP =2.45; mass (m/z): 369.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.951(0.4); 11.745(12.4); 8.863(6.7); 8.851(7.0); 8.843(15.3);8.839(16.0); 8.705(15.3); 8.702(14.8); 8.681(0.5); 8.678(0.6);8.597(13.6); 8.590(13.5); 8.531(0.5); 8.524(0.5); 8.316(0.9);8.309(0.4); 8.306(0.4); 8.229(6.2); 8.212(6.6); 7.855(5.7); 7.843(5.6);7.836(5.3); 7.824(5.1); 7.049(14.2); 7.042(14.1); 6.924(0.5);6.916(0.4); 5.756(2.5); 4.055(0.4); 4.038(1.2); 4.020(1.2); 4.002(0.4);3.320(66.4); 2.675(2.1); 2.671(2.9); 2.666(2.1); 2.541(1.5); 2.524(7.0);2.510(163.2); 2.506(331.2); 2.502(437.3); 2.497(315.2); 2.493(151.7);2.333(2.0); 2.328(2.8); 2.324(2.1); 2.197(0.4); 2.179(0.8); 2.160(0.4);1.989(5.1); 1.398(2.1); 1.258(0.6); 1.235(11.4); 1.193(1.4); 1.175(2.7);1.157(1.4); 0.870(0.4); 0.854(1.1); 0.836(0.5); 0.146(1.4); 0.008(9.9);0.000(306.1); −0.008(11.2); −0.150(1.4) I-1-387: HPLC-MS: log P = 2.67;mass (m/z): 336.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.798(10.1); 8.944(0.3); 8.849(15.7); 8.846(16.0); 8.704(15.6);8.700(14.8); 8.656(0.4); 8.596(12.3); 8.589(12.0); 8.315(2.1);7.629(1.4); 7.612(3.0); 7.608(2.6); 7.591(5.4); 7.574(2.8); 7.570(3.2);7.554(1.4); 7.255(9.6); 7.235(13.5); 7.214(7.8); 7.207(1.5);7.049(14.1); 7.042(13.7); 5.755(0.7); 3.373(0.6); 3.321(583.0); 3.285(0.5); 3.278(0.4); 3.095(1.9); 2.675(3.5); 2.671(4.7); 2.666(3.4);2.635(0.4); 2.541(2.9); 2.524(11.6); 2.519(18.7); 2.511(269.9);2.506(550.6); 2.502(724.4); 2.497(511.8); 2.493(238.6); 2.413(0.4);2.337(1.7); 2.333(3.3); 2.328(4.5); 2.324(3.2); 1.230(0.3); 1.190(2.9);1.171(4.9); 1.154(2.9); 0.008(0.5); 0.000(12.3) I-1-388: HPLC-MS: logP =2.84; mass (m/z): 378.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.482(5.8); 8.948(1.7); 8.944(1.8); 8.839(7.2); 8.836(7.4); 8.695(7.6);8.692(7.5); 8.577(7.5); 8.570(6.3); 8.315(0.4); 7.718(3.8); 7.715(3.9);7.698(4.6); 7.695(4.5); 7.565(2.4); 7.561(2.8); 7.546(4.2); 7.542(4.4);7.503 (2.3); 7.500(2.5); 7.484(4.9); 7.481(4.8); 7.471(1.7); 7.466(3.7);7.462(2.7); 7.441(3.3); 7.436(3.3); 7.421(3.7); 7.417(3.7); 7.402(1.8);7.398(1.7); 7.064(6.6); 7.057(6.6); 6.647(1.2); 5.755(16.0); 5.449(1.9);5.445(1.9); 3.346(0.7); 3.322(72.3); 2.676(0.6); 2.671(0.8); 2.667(0.6);2.541(0.4); 2.525(2.0); 2.511(45.6); 2.507(92.8); 2.502(122.0);2.498(86.3); 2.493(40.3); 2.333(0.6); 2.329(0.8); 2.324(0.6);1.506(1.2); 0.000(0.8) I-1-389: HPLC-MS: logP = 2.82; mass (m/z): 334.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.498(12.8); 8.841(14.8);8.838(15.0); 8.695(16.0); 8.692(15.3); 8.579(13.1); 8.572(13.1);8.316(0.3); 7.598(6.4); 7.594(6.8); 7.580(8.4); 7.576(8.9); 7.568(5.4);7.565(6.0); 7.548(11.9); 7.545(12.2); 7.529(5.7); 7.525 (5.8);7.511(9.3); 7.507(8.0); 7.491(4.9); 7.487(4.3); 7.463(7.4); 7.459(7.1);7.444(9.5); 7.441(9.1); 7.426(3.6); 7.423(3.3); 7.068(13.4);7.061(13.2); 5.756(1.1); 3.323(80.8); 2.676(0.7); 2.672(0.9);2.668(0.7); 2.542(0.6); 2.525(2.7); 2.511(54.6); 2.507(107.6);2.503(139.7); 2.498(99.7); 2.494(47.6); 2.334(0.6); 2.329(0.9);2.325(0.6); 0.000(0.7) I-1-390: HPLC-MS: logP = 2.96; mass (m/z): 425.9(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.424(9.2); 9.024(0.4);8.840(10.6); 8.837(10.2); 8.747(0.5); 8.744(0.4); 8.694(11.0);8.691(10.3); 8.576(8.6); 8.570(8.5); 7.935(7.3); 7.916(8.0); 7.882(0.4);7.514(0.9); 7.493(8.4); 7.490(8.6); 7.480(16.0); 7.259(0.4); 7.249(3.2);7.241(2.9); 7.236(3.0); 7.229(3.9); 7.227(3.6); 7.220(2.7); 7.216(3.0);7.207(2.6); 7.064(8.8); 7.058(8.7); 4.056(0.4); 4.038(1.1); 4.020(1.1);4.002(0.4); 3.322(45.6); 2.671(0.6); 2.667(0.4); 2.541(0.4); 2.506(75.6); 2.502(96.2); 2.498(68.9); 2.333(0.5); 2.329(0.6); 2.325(0.4);1.989(4.7); 1.193(1.3); 1.175(2.5); 1.157 (1.2); 0.000(0.4) I-1-391:HPLC-MS: log P = 2.31; mass (m/z): 367.0 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 9.277(4.2); 8.436(6.5); 8.432(7.2); 8.425(7.1); 8.420(7.0);7.997(11.4); 7.991(11.8); 7.953(7.0); 7.948(7.4); 7.933(7.8);7.929(7.9); 7.824(5.8); 7.805(7.5); 7.764(0.3); 7.750(1.9); 7.738(2.3);7.730(6.3); 7.715(7.0); 7.692(16.0); 7.674(8.6); 7.656(2.2); 7.640(0.4);7.635(0.3); 7.615(0.3); 7.510(7.3); 7.498(7.4); 7.490(7.1); 7.479(6.7);7.426(0.5); 7.420(0.5); 7.241(0.3); 7.236(0.4); 7.003(12.0);6.996(12.3); 5.448(7.9); 2.150(57.8); 2.114(0.4); 2.108(0.4);1.972(1.1); 1.965(2.3); 1.953(24.1); 1.947(45.3); 1.941(63.2);1.935(45.6); 1.928(24.2); 1.769(0.4); 1.372(8.3); 1.340(1.1);1.313(0.6); 1.297(0.7); 1.284(1.7); 1.276(9.3); 1.203(0.4); 0.146(0.4);0.000(97.0); −0.150(0.4) I-1-392: HPLC-MS: log P = 2.13; mass (m/z):333.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.317(4.2); 8.438(7.6);8.434(8.3); 8.427(8.2); 8.422(8.2); 7.999(13.1); 7.993(13.3);7.962(7.5); 7.958(7.7); 7.942(8.3); 7.938(8.3); 7.860(0.4); 7.854(0.4);7.631(0.8); 7.613(7.0); 7.610(7.3); 7.595(8.4); 7.591(8.8); 7.527(4.6);7.514(10.9); 7.511(12.7); 7.507(14.1); 7.503(13.4); 7.496(12.7);7.483(16.0); 7.479(9.3); 7.471(1.9); 7.463(4.5); 7.459(3.8); 7.444(7.0);7.440(6.5); 7.426(9.5); 7.422(8.9); 7.408(3.8); 7.404(3.5); 7.389(0.4);7.384(0.4); 7.368(0.4); 7.364(0.4); 7.350(0.4); 7.345(0.4); 7.261(0.3);7.256(0.4); 7.240(0.5); 7.235(0.6); 7.172(0.5); 7.166(0.5); 7.025(13.4);7.019(13.4); 6.985(0.5); 6.633(0.4); 6.626(0.4); 5.449(3.7); 4.085(0.4);4.067(1.2); 4.049(1.2); 4.031(0.4); 3.993(0.4); 3.259(0.4); 2.473(0.5);2.468(0.9); 2.463(1.3); 2.459(0.9); 2.454(0.5); 2.433(0.4);2.176(295.1); 2.121(0.7); 2.115(0.9); 2.109(1.1); 2.103(0.8);2.096(0.5); 1.972(6.2); 1.966(5.9); 1.954(61.0); 1.947(113.7);1.941(158.7); 1.935(112.0); 1.929(59.9); 1.782(0.4); 1.776(0.7);1.770(1.0); 1.764(0.7); 1.757(0.4); 1.436(2.7); 1.385(0.7); 1.371(14.6);1.340(1.9); 1.310(2.8); 1.293(3.1); 1.285(3.1); 1.276(14.4); 1.221(1.5);1.216(1.0); 1.204(2.8); 1.186(1.4); 0.881(0.6); 0.858(0.5); 0.146(1.3);0.008(12.5); 0.000(261.9); −0.008(14.8); −0.150(1.3) I-1-393 seeSynthesis Example 29 I-1-394: HPLC-MS: logP = 2.53; mass (m/z): 415.0(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.341(2.2); 8.126(8.5);8.119(8.8); 7.948(7.0); 7.928(6.9); 7.867(4.9); 7.864(5.3); 7.847(5.5);7.844(5.9); 7.794(2.2); 7.790(2.2); 7.773(5.5); 7.755(4.4); 7.751(4.2);7.707(7.5); 7.688(4.4); 7.518(4.2); 7.515(4.3); 7.506(2.3); 7.494(16.0);7.488(9.8); 7.477(9.9); 7.458(1.7); 7.456(1.7); 7.231(3.4); 7.224(3.0);7.215(3.1); 7.211(4.1); 7.208(3.9); 7.205(3.3); 7.195(2.8); 7.188(2.8);7.074(8.6); 7.068(8.7); 5.448(5.4); 2.168(30.1); 2.109(0.3); 1.965(1.9);1.959(2.5); 1.953(17.9); 1.947(33.3); 1.941(46.3); 1.935(32.5);1.929(17.1); 1.372(4.0); 1.340(0.5); 1.311(0.8); 1.295(0.8); 1.284(0.8);1.276(4.5); 0.008(0.5); 0.000(13.4); −0.009(0.5) I-1-395: HPLC-MS: logP= 3.21; mass (m/z): 411.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.571(0.7); 11.504(4.3); 8.849(3.2); 8.838(3.3); 8.254(0.6);8.247(1.1); 8.217(7.9); 8.211(7.7); 8.195(3.4); 7.841(2.4); 7.829(2.6);7.822(2.3); 7.810(2.2); 7.745(0.4); 7.727(0.7); 7.709(0.4); 7.602(3.2);7.598(3.3); 7.582(3.5); 7.578(3.4); 7.531(3.0); 7.527(2.9); 7.511(3.7);7.507(3.1); 7.405(0.4); 7.384(0.7); 7.381(0.8); 7.360(0.3); 7.305(3.2);7.285(5.6); 7.265(2.4); 6.966(1.3); 6.959(1.3); 6.929(5.7); 6.923(5.7);5.758(2.5); 3.826(2.3); 3.808(7.2); 3.791(7.3); 3.773(2.2);3.321(216.7); 2.675(3.3); 2.670(4.1); 2.666(3.0); 2.604(0.5);2.588(0.4); 2.577(0.5); 2.506(507.4); 2.501(635.4); 2.497(456.0);2.441(0.7); 2.381(0.6); 2.332(3.3); 2.328(4.2); 2.324(2.9); 1.227(7.8);1.210(16.0); 1.192(7.3); 0.146(2.8); 0.050(0.4); 0.008(30.0);0.000(619.9); −0.009(24.1); −0.030(1.0); −0.065(0.3); −0.150(3.0)I-1-396: HPLC-MS: logP = 2.91; mass (m/z): 404.1 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 9.280(1.0); 7.695(3.2); 7.694(3.1); 7.676(3.8);7.674(3.7); 7.601(6.7); 7.567(6.9); 7.506(0.9); 7.500(1.7); 7.486(4.8);7.481(8.1); 7.466(4.6); 7.464(4.3); 7.454(0.5); 7.448(1.8); 7.445(1.7);7.437(3.4); 7.431(2.6); 7.418(2.9); 7.412(2.5); 7.400(1.4); 7.395(1.3);7.238(1.7); 7.233(2.4); 7.228(1.7); 7.218(2.8); 7.217(2.9); 7.213(3.0);7.210(2.7); 7.151(1.0); 7.136(1.4); 7.130(3.6); 7.117(4.3); 7.115(4.6);7.112(5.0); 7.096(3.2); 7.091(3.1); 7.086(3.1); 7.070(1.0); 7.065(0.7);5.446(0.6); 4.785(5.2); 4.751(5.1); 4.227(2.2); 4.225(2.1); 4.209(6.1);4.207(6.1); 4.192(6.1); 4.189(6.1); 4.174(2.0); 4.172(2.1); 4.090(0.4);4.087(0.4); 4.072(0.4); 4.069(0.4); 2.655(0.4); 2.642(0.4); 2.148(21.1);1.964(1.4); 1.957(1.7); 1.952(12.8); 1.945(23.9); 1.939(33.3);1.933(23.0); 1.927(11.9); 1.874(1.3); 1.860(1.3); 1.486(0.4);1.360(8.1); 1.359(8.1); 1.3424(16.0); 1.3416(15.9); 1.325(8.0);1.261(0.6); 1.259(0.4); 1.244(1.1); 1.241(0.8); 1.226(0.5); 1.223(0.4);1.183(0.9); 1.165(1.7); 1.147(0.8); 0.008(1.0); 0.000(26.1); −0.009(0.9)I-1-397: HPLC-MS: logP = 2.74; mass (m/z): 360.1 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 9.487(0.9); 7.613(5.6); 7.578(5.8); 7.546(3.3);7.543(2.4); 7.527(4.6); 7.517(6.9); 7.515(7.1); 7.509(5.4); 7.503(4.7);7.500(3.1); 7.483(0.8); 7.479(1.0); 7.456(0.5); 7.444(2.7); 7.436(1.9);7.430(1.8); 7.425(2.0); 7.422(2.0); 7.418(1.7); 7.410(1.4); 7.403(1.3);7.215(1.6); 7.211(2.3); 7.206(1.5); 7.195(2.7); 7.193(3.0); 7.191(2.8);7.187(2.6); 7.147(1.1); 7.132(1.4); 7.126(3.3); 7.111(5.7); 7.104(3.4);7.092(2.5); 7.084(3.0); 7.079(2.7); 7.063(1.0); 7.058(0.8); 5.448(1.9);4.741(5.3); 4.707(5.2); 4.224(2.3); 4.208(6.2); 4.207(6.2); 4.191(6.1);4.189(6.1); 4.173(2.1); 4.172(2.1); 2.196(21.5); 2.189(36.9);2.186(38.3); 1.964(1.2); 1.958(1.4); 1.952(10.5); 1.946 (19.4);1.940(27.0); 1.934(18.6); 1.928(9.6); 1.874(0.9); 1.860(0.9);1.362(8.1); 1.345(16.0); 1.327(8.0); 1.262(0.4); 1.245(0.7); 1.240(0.4);1.227(0.4); 1.182(0.4); 1.164(0.8); 1.147(0.6); 0.008(0.9); 0.000(23.3);−0.009(0.8) I-1-398: HPLC-MS: logP = 3.03; mass (m/z): 420.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.097(2.3); 7.775(2.7); 7.769(2.7);7.696(1.5); 7.694(1.5); 7.677(1.8); 7.674(1.8); 7.546(1.0); 7.542(1.2);7.527(1.8); 7.523(1.8); 7.495(1.4); 7.475(2.9); 7.461(2.0); 7.458(2.0);7.454(2.0); 7.442(1.1); 7.439(1.1); 7.411 (1.1); 7.406(1.1); 7.391(1.3);7.387(1.3); 7.372(0.6); 7.368(0.6); 7.227(2.2); 7.219(2.4); 7.216(1.9);7.206(1.8); 7.199(2.0); 7.196(1.6); 6.850(3.0); 6.844(2.9); 4.111(1.1);4.093(3.5); 4.076(3.6); 4.058(1.2); 4.038(0.7); 4.020(0.7); 3.321(53.8);3.233(0.5); 3.019(0.5); 2.675(0.6); 2.670(0.9); 2.666(0.7); 2.523(2.5);2.510(51.4); 2.506(102.4); 2.501(134.1); 2.497(96.8); 2.492(46.5);2.332(0.7); 2.328(0.9); 2.323(0.6); 1.989(2.9); 1.398(16.0); 1.330(0.4);1.221(3.7); 1.204(7.9); 1.192(1.3); 1.187(3.7); 1.179(0.8); 1.175(1.7);1.161(0.3); 1.157(0.8); 0.008(2.7); 0.000(73.6); −0.009(2.4);−0.150(0.3) I-1-399: HPLC-MS: logP = 2.87; mass (m/z): 404.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 4.132(0.4); 4.115(0.4); 2.327(16.0);2.324(15.8); 1.982(0.6); 1.976(1.2); 1.970(1.6); 1.964(1.1); 1.958(0.6);1.319(0.4); 1.302(0.9); 1.284(0.4) I-1-400: HPLC-MS: mass (m/z): 300.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.564(3.9); 8.316(0.3);8.127(2.2); 8.120(4.2); 8.114(2.2); 7.808(1.0); 7.803(1.1); 7.789(2.1);7.784(1.9); 7.770(1.1); 7.764(1.2); 7.493(0.9); 7.489(1.0); 7.473(1.4);7.469(1.5); 7.464(1.0); 7.458(1.0); 7.444(1.1); 7.439 (1.5); 7.418(0.6);7.413(0.7); 7.407(0.6); 7.400(1.5); 7.395(1.2); 7.388(1.5); 7.382(1.6);7.376(2.8); 7.371(2.9); 7.363(1.1); 7.357(2.3); 7.352(2.1); 7.338(0.8);7.334(0.7); 6.930(4.8); 6.924(4.8); 6.801(4.5); 3.903(2.2);3.328(194.0); 2.675(0.7); 2.671(0.9); 2.667(0.7); 2.523(23.9);2.511(64.2); 2.507(123.5); 2.502(157.3); 2.498(112.4); 2.436(0.5);2.333(0.8); 2.329(1.0); 2.324(0.7); 2.315(0.5); 2.241(16.0) I-1-401:HPLC-MS: logP = 3.33; mass (m/z): 352.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 20.008(1.0); 12.063(1.1); 11.621(6.1); 8.973(5.0);8.963(5.1); 8.615(5.4); 8.594(5.1); 8.552(6.3); 8.545(6.3); 8.315(4.9);7.852(3.1); 7.835(4.8); 7.802(1.4); 7.784(3.2); 7.765(3.5); 7.734(3.2);7.716(7.8); 7.697(3.6); 7.680(1.0); 7.057(7.1); 7.050(6.3); 3.525(1.0);3.505(1.1); 3.490(1.2); 3.472(1.2); 3.447(1.3); 3.430(1.4); 3.406(3.2);3.398(2.2); 3.393(2.1); 3.329(5383.3); 3.268(3.1); 3.231(1.4);3.216(1.2); 3.204(1.5); 3.194(1.1); 3.191(1.1); 2.721(1.1); 2.675(11.6);2.671(16.0); 2.666(11.9); 2.585(2.7); 2.541(94.2); 2.511(970.1);2.506(1928.6); 2.502(2517.8); 2.497(1817.5); 2.493(878.5); 2.444(3.4);2.383(1.3); 2.370(1.4); 2.333(11.5); 2.329(16.0); 2.324(11.1);2.290(1.0); 1.297(1.5); 1.259(2.3); 1.235(2.5); 0.827(1.0); 0.000(6.0);−3.400(1.2) I-1-402: HPLC-MS: logP = 2.76; mass (m/z): 353.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 16.885(1.2); 11.782(9.5); 8.977(8.5);8.967(8.0); 8.865(5.3); 8.854(5.6); 8.626(8.2); 8.606(8.3); 8.572(9.9);8.566(10.3); 8.315(5.9); 8.239(5.6); 8.220(5.7); 7.858(4.4); 7.847(4.7);7.839(4.5); 7.826(4.2); 7.062(11.0); 7.055(11.0); 3.573(1.1);3.537(1.4); 3.481(1.6); 3.473(1.1); 3.440(1.9); 3.423(1.6); 3.373(5.2);3.327(3958.0); 3.305(11.2); 3.290(4.8); 3.278(1.7); 3.250(1.4);3.135(1.1); 2.788(1.1); 2.675(11.9); 2.671(16.0); 2.635(1.6);2.616(1.6); 2.598(1.7); 2.541(91.1); 2.506(2024.8); 2.502(2524.4);2.498(1779.8); 2.431(1.6); 2.422(1.7); 2.333(11.7); 2.329(15.5);1.301(1.5); 1.259(2.3); 1.236(4.4); 0.854(1.1); 0.000(12.1) I-1-403:HPLC-MS: logP = 2.32; mass (m/z): 320.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.207(1.6); 11.202(1.2); 9.078(1.6); 8.717(1.7);8.696(1.9); 8.315(4.8); 7.903(1.6); 7.639(1.2); 7.598(1.2); 7.300(1.3);7.281(2.0); 7.260(1.3); 6.779(1.7); 3.733(1.2); 3.584(1.1); 3.530(1.1);3.503(1.1); 3.481(1.3); 3.463(1.5); 3.436(1.6); 3.421(1.6); 3.397(2.2);3.383(4.0); 3.326(3356.3); 3.301(3.9); 3.295(3.2); 3.262(2.3);3.164(1.1); 3.092(1.1); 2.728(1.2); 2.675(12.2); 2.671(16.0);2.614(1.3); 2.591(1.6); 2.575(2.5); 2.541(74.5); 2.506(2031.7);2.502(2577.3); 2.497(1866.6); 2.436(2.4); 2.374(1.1); 2.363(1.2);2.333(12.0); 2.329(16.0); 2.290 (1.1); 2.259(1.3); 1.297(1.8);1.258(2.6); 1.234(2.6); 0.858(1.1); 0.008(1.1); 0.000(7.7); −1.654(1.1);−3.506(1.0) I-1-404: HPLC-MS: logP = 3.19; mass (m/z): 364.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.519(13.3); 8.973(11.1); 8.963(11.1);8.947(0.9); 8.612(12.1); 8.592(12.1); 8.551(14.5); 8.544(14.2);8.480(1.2); 8.315(5.5); 7.718(9.4); 7.701(11.2); 7.698(11.2);7.570(5.7); 7.566(6.7); 7.551(9.5); 7.547(10.1); 7.505(5.7); 7.502(6.2);7.487(11.9); 7.484(11.9); 7.468(6.4); 7.465(6.5); 7.444(8.3);7.439(8.1); 7.424(9.0); 7.420 (8.9); 7.405(4.4); 7.401(3.8);7.076(15.2); 7.069(14.8); 5.071(0.9); 4.612(0.9); 3.550(1.2);3.534(0.9); 3.516(1.2); 3.495(1.4); 3.486(1.3); 3.473(1.2); 3.468(1.7);3.453(1.3); 3.439(1.8); 3.433(1.3); 3.423(1.5); 3.415(1.9); 3.408(3.2);3.394(4.3); 3.373(7.0); 3.357(17.8); 3.329(5998.7); 3.289(3.4);3.281(2.1); 3.268(1.2); 3.247(1.6); 3.238(1.2); 3.234(1.3); 3.210(1.0);3.203(1.3); 3.150(2.3); 2.994(1.0); 2.770(1.0); 2.767(1.0); 2.696(0.9);2.676(11.8); 2.671(16.0); 2.666(12.2); 2.606(1.3); 2.541(134.0);2.524(54.1); 2.520(84.7); 2.511(942.6); 2.506 (1902.0); 2.502(2501.8);2.497(1787.9); 2.493(846.4); 2.419(1.4); 2.337(5.0); 2.333(11.2);2.329(15.2); 2.324(10.9); 2.290(1.2); 1.336(0.9); 1.298(1.9);1.258(2.5); 1.235(5.2); 0.854(1.0); 0.000(8.6) I-1-405: HPLC-MS: logP =3.28; mass (m/z): 410.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =16.864(1.0); 16.266(1.1); 16.176(1.0); 11.478(1.1); 11.460(8.0);8.975(6.7); 8.964(6.5); 8.611(7.2); 8.591(7.4); 8.551(8.1); 8.544(8.4);8.316(5.1); 7.937(7.0); 7.917(7.7); 7.495(10.8); 7.484(15.5);7.252(3.7); 7.242(3.2); 7.239(3.5); 7.232(4.0); 7.220(3.8); 7.209(3.2);7.076(8.8); 7.069(8.4); 3.471(1.1); 3.445(1.2); 3.429(1.1); 3.418(1.3);3.403(1.4); 3.370(2.4); 3.324(2280.3); 3.295(2.9); 3.281(1.5);3.273(1.3); 3.190(1.0); 2.756(1.1); 2.752(1.2); 2.675(11.7);2.671(16.0); 2.666(11.6); 2.628(1.8); 2.606(1.6); 2.541(99.5);2.524(54.6); 2.511(999.9); 2.506(1969.9); 2.502(2550.4); 2.497(1811.4);2.493(859.8); 2.333(11.4); 2.328(15.2); 2.324(11.1); 2.289 (1.5);1.298(1.7); 1.259(2.7); 1.235(5.7); 0.854(1.1); 0.831(1.2); 0.000(11.0)I-1-406: HPLC-MS: logP = 2.84; mass (m/z): 362.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.269(2.4); 8.126(2.9); 8.120(2.9); 7.832(1.3);7.812(1.6); 7.779(0.5); 7.761(1.3); 7.742(1.2); 7.706(1.0); 7.686(1.4);7.678(1.8); 7.668(0.6); 7.659(1.2); 7.603(1.5); 7.599(1.6); 7.584(1.7);7.580(1.7); 7.365(0.6); 7.361 (0.6); 7.344(1.3); 7.340(1.1); 7.326(1.1);7.322(1.1); 7.258(1.8); 7.256(2.0); 7.238(1.3); 7.235(1.2); 7.093(1.0);7.090(1.0); 7.073(1.6); 7.071(1.5); 7.055(0.8); 7.051(0.8); 6.846(3.2);6.840(3.1); 5.756(1.7); 3.883(16.0); 3.323(8.7); 2.524(0.4); 2.510(8.3);2.506(16.5); 2.501(21.6); 2.497(15.3); 2.492(7.2); 0.008(1.0);0.000(24.9); −0.009(0.9) I-1-407: HPLC-MS: logP = 2.37; mass (m/z):363.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.445(2.1); 8.843(1.1);8.840(1.2); 8.831(1.2); 8.829(1.2); 8.192(1.1); 8.189(1.1); 8.172(1.2);8.170(1.2); 8.142(2.8); 8.136(2.8); 7.834(1.1); 7.822(1.1); 7.814(1.0);7.802(1.0); 7.597(1.5); 7.593(1.6); 7.577(1.7); 7.573 (1.6); 7.371(0.6);7.367(0.7); 7.353(0.9); 7.351(1.2); 7.346(1.1); 7.332(1.2); 7.328(1.1);7.263(1.7); 7.260(1.8); 7.242(1.3); 7.239(1.2); 7.094(1.0); 7.091(1.0);7.075(1.4); 7.073(1.4); 7.056(0.9); 7.053(0.8); 6.850(3.1); 6.844(3.1);3.884(16.0); 3.869(0.8); 3.322(12.7); 2.524(0.5); 2.519(0.8);2.511(10.9); 2.506(22.2); 2.502(29.3); 2.497(20.7); 2.492(9.6);1.989(1.2); 1.235(0.4); 1.193(0.3); 1.175(0.7); 1.157(0.3); 0.008(1.3);0.000(39.1); −0.009(1.2) I-1-408: HPLC-MS: logP = 2.57; mass (m/z):330.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.491(2.1); 8.138(2.8);8.132(2.8); 7.600(1.7); 7.595(1.6); 7.583(0.9); 7.580(2.2); 7.576(1.8);7.567(0.5); 7.562(1.3); 7.558(0.5); 7.546(0.6); 7.541(0.8); 7.525(0.3);7.373(0.7); 7.369(0.7); 7.355(1.0); 7.352(1.2); 7.351 (1.1); 7.348(1.1);7.334(1.2); 7.330(1.1); 7.261(1.7); 7.258(1.9); 7.240(1.5); 7.237(1.5);7.232(2.3); 7.212(2.9); 7.192(1.8); 7.184(0.4); 7.096(1.0); 7.093(1.0);7.076(1.5); 7.074(1.4); 7.058(0.9); 7.054(0.8); 6.851(3.2); 6.845(3.1);5.756(0.8); 3.881(16.0); 3.322(7.9); 2.524(0.4); 2.511(8.4);2.506(16.8); 2.502(22.0); 2.497(15.6); 2.492(7.4); 1.989(0.3);0.008(1.0); 0.000(27.4); −0.009(1.0) I-1-409: HPLC-MS: logP = 2.12; mass(m/z): 373.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.351(2.2);8.477(1.6); 8.472(1.7); 8.465(1.7); 8.460(1.6); 8.140(2.8); 8.134(2.9);7.982(1.6); 7.977(1.6); 7.963(1.8); 7.958(1.7); 7.600(1.5); 7.596(1.5);7.580(1.6); 7.576(1.6); 7.562(1.7); 7.550(1.7); 7.543(1.6); 7.531 (1.7);7.370(0.7); 7.366(0.6); 7.349(1.3); 7.346(1.1); 7.331(1.1); 7.327(1.0);7.262(1.9); 7.259(2.0); 7.241(1.3); 7.238(1.2); 7.096(1.0); 7.093(1.0);7.077(1.6); 7.074(1.5); 7.058(0.9); 7.055(0.8); 6.865(3.0); 6.859(3.0);5.755(1.6); 4.038(0.5); 4.020(0.5); 3.883(16.0); 3.869(0.5); 3.856(0.3);3.320(38.0); 2.675(0.4); 2.671(0.5); 2.666(0.4); 2.524(1.2);2.510(31.2); 2.506(62.5); 2.501(81.5); 2.497(58.0); 2.492(27.4);2.333(0.4); 2.328(0.5); 0.150(0.4) I-1-410: I-1-410: HPLC-MS: logP =2.70; mass (m/z): 328.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.183(2.3); 8.128(2.9); 8.122(2.9); 7.605(1.5); 7.601(1.6); 7.585(1.7);7.581(1.7); 7.567(1.2); 7.563(1.3); 7.548(2.3); 7.544(2.8); 7.527(2.1);7.524(2.2); 7.504(1.0); 7.500(1.0); 7.486(1.7); 7.481(1.4); 7.466(1.0);7.461 (0.8); 7.444(1.4); 7.440(1.4); 7.426(1.7); 7.422(1.6); 7.407(0.7);7.404(0.6); 7.364(0.7); 7.360(0.7); 7.345(1.0); 7.343(1.3); 7.339(1.2);7.325(1.2); 7.321(1.1); 7.257(1.8); 7.254(2.0); 7.236(1.3); 7.233(1.2);7.093(1.0); 7.090(1.0); 7.074(1.5); 7.072(1.5); 7.055(0.9); 7.052(0.8);6.866(3.2); 6.860(3.1); 5.755(5.7); 3.882(16.0); 3.323(9.2); 2.523(0.3);2.510(7.9); 2.506(16.0); 2.501(21.0); 2.496(14.9); 2.492(7.0);1.988(1.0); 1.397(1.2); 1.175(0.5); 0.008(1.0); 0.000(26.5); −0.009(0.9)I-1-411: HPLC-MS: logP = 2.83; mass (m/z): 420.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.106(2.5); 8.127(3.0); 8.120(2.9); 7.919(1.8);7.899(2.1); 7.609(1.5); 7.605(1.6); 7.589(1.7); 7.585(1.6); 7.496(0.4);7.493(0.4); 7.477(1.5); 7.474(1.5); 7.461(2.9); 7.457(3.4); 7.444(0.7);7.362(0.7); 7.358(0.6); 7.341 (1.3); 7.338(1.1); 7.323(1.2); 7.319(1.1);7.257(1.9); 7.255(2.1); 7.236(1.4); 7.234(1.3); 7.226(1.0); 7.219(0.9);7.209(1.0); 7.206(1.1); 7.203(1.0); 7.199(0.9); 7.190(0.8); 7.183(0.8);7.094(1.0); 7.091(1.0); 7.074(1.6); 7.072(1.5); 7.056(0.8); 7.053(0.8);6.862(3.2); 6.856(3.1); 5.755(5.2); 4.037(0.6); 4.020(0.6); 3.884(16.0);3.321(11.9); 2.523(0.4); 2.510(9.9); 2.505(20.0); 2.501(26.3);2.496(18.6); 2.492(8.7); 1.988(2.7); 1.397(1.1); 1.192(0.7); 1.175(1.5);1.157(0.7); 0.008(1.2); 0.000(31.6); −0.009(1.0) I-1-412: HPLC-MS: mass(m/z): 314.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.718(2.3);8.379(2.7); 8.373(2.6); 8.229(2.8); 8.223(3.3); 8.160(3.3); 8.153(2.8);6.971(2.8); 6.964(2.8); 6.835(2.7); 4.039(16.0); 3.903(2.9);3.329(55.9); 2.672(0.3); 2.526(12.9); 2.511(21.1); 2.507(41.7);2.503(53.4); 2.498(37.5); 2.494(17.4); 2.329(0.3); 2.237(9.3) I-1-413:HPLC-MS: mass (m/z): 374.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.377(2.4); 8.401(2.7); 8.395(2.7); 8.257(3.1); 8.250(3.6); 8.175(3.5);8.168(3.0); 7.709(1.6); 7.707(1.6); 7.689(1.9); 7.687(1.8); 7.552(1.0);7.547(1.1); 7.533(1.8); 7.528(1.9); 7.495(0.9); 7.492(0.9); 7.476(1.9);7.474 (1.7); 7.458(1.0); 7.455(0.9); 7.429(1.2); 7.424(1.1); 7.409(1.4);7.405(1.3); 7.391(0.6); 7.386(0.6); 6.987(2.9); 6.981(2.8); 4.038(16.0);3.909(4.1); 3.335(152.9); 2.682(0.4); 2.677(0.6); 2.673(0.4);2.530(1.5); 2.517(37.6); 2.513(75.6); 2.508(98.3); 2.504(70.0);2.499(33.4); 2.339(0.4); 2.335(0.6); 2.330(0.4) I-1-414: HPLC-MS: mass(m/z): 296.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.423(2.8);7.937(3.5); 7.931(3.5); 7.406(0.8); 7.399(1.1); 7.388(1.9); 7.384(2.3);7.374(1.7); 7.366(3.4); 7.354(3.2); 7.349(3.3); 7.340(3.4); 7.331(1.5);7.327(0.9); 6.839(3.6); 6.833(3.5); 6.781(3.2); 3.909(2.2); 3.333(66.9); 2.682(0.3); 2.677(0.4); 2.526(17.6); 2.513(52.6); 2.508(66.7);2.504(47.6); 2.334(0.4); 2.273(16.0); 2.240(11.9) I-1-415: HPLC-MS: logP= 2.63; mass (m/z): 377.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.332(10.6); 8.257(10.7); 8.250(11.0); 8.025(6.7); 8.005(7.4);7.862(1.7); 7.859(1.8); 7.842(5.9); 7.839(5.7); 7.821(16.0);7.815(11.9); 7.802(8.5); 7.766(2.1); 7.748(5.9); 7.730(5.3); 7.700(4.8);7.681(6.0); 7.667(8.5); 7.650(8.6); 7.629(5.9); 7.613(3.1); 7.608(3.0);6.946(11.1); 6.939(11.2); 5.758(12.3); 4.056(0.7); 4.038(2.2);4.020(2.2); 4.002(0.7); 3.326(49.0); 2.890(0.4); 2.671(0.6);2.506(76.5); 2.502(98.0); 2.498(75.7); 2.328(0.6); 1.989(9.3);1.236(0.6); 1.192(2.5); 1.174(4.9); 1.157(2.5); 0.000(9.8) I-1-416:HPLC-MS: logP = 2.16; mass (m/z): 378.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.478(11.1); 8.833(6.0); 8.823(5.9); 8.821(5.9);8.287(12.7); 8.281(12.7); 8.193(5.7); 8.175(6.1); 8.173(6.1);8.029(6.6); 8.027(7.0); 8.009(7.4); 8.007(7.6); 7.866(1.8); 7.863(1.7);7.846(6.4); 7.843(6.2); 7.827(16.0); 7.822(15.4); 7.808(8.1);7.801(6.0); 7.789(4.8); 7.655(4.5); 7.650(4.1); 7.638(4.5); 7.635(5.5);7.630(4.1); 7.619(3.7); 7.613(3.3); 6.950(13.6); 6.944(13.6);5.758(11.6); 3.323(112.0); 2.675(1.8); 2.671(2.5); 2.666(1.8);2.524(8.8); 2.510(143.1); 2.506(280.1); 2.501(363.7); 2.497(264.2);2.493(129.3); 2.333(1.8); 2.328(2.4); 2.324(1.8); 0.146(0.7);0.008(6.5); 0.000(168.4); −0.009(6.8); −0.150(0.7) I-1-417: HPLC-MS:logP = 2.34; mass (m/z): 345.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.551(10.4); 8.288(12.5); 8.282(12.2); 8.032(6.4); 8.029(6.8);8.011(7.2); 8.009(7.4); 7.866(1.7); 7.863(1.7); 7.846(6.1); 7.843(5.7);7.826(16.0); 7.821(11.3); 7.805(3.3); 7.801(1.7); 7.658(4.3);7.653(4.0); 7.640(4.4); 7.637(5.5); 7.633(4.1); 7.621(3.5); 7.615(3.2);7.599(1.4); 7.582(3.0); 7.578(2.8); 7.561(5.5); 7.544(2.9); 7.540(3.3);7.523(1.5); 7.233(1.8); 7.227(9.3); 7.207(13.8); 7.186(8.1); 7.179(1.9);6.954(13.1); 6.948(13.0); 5.758(13.8); 4.038(0.8); 4.020(0.9);3.326(54.5); 2.676(0.6); 2.671(0.7); 2.666(0.6); 2.524(2.6);2.511(42.7); 2.506(82.2); 2.502(105.8); 2.497(76.7); 2.493(37.2);2.333(0.5); 2.329(0.7); 2.324(0.5); 1.989(3.7); 1.235(0.5); 1.192(1.0);1.175(2.0); 1.157(1.0); 0.008(0.5); 0.000(12.7); −0.008(0.4) I-1-418:HPLC-MS: logP = 2.50; mass (m/z): 389.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.243(12.7); 11.214(0.3); 8.253(13.1); 8.246(12.9);8.025(8.0); 8.023(7.8); 8.005(9.0); 7.860(2.4); 7.857(2.2); 7.840(7.5);7.823(8.7); 7.820(8.8); 7.814(11.5); 7.810(11.9); 7.794(4.2);7.790(2.9); 7.687(8.3); 7.668(9.8); 7.649(5.2); 7.645(4.8); 7.628(7.2);7.611(3.9); 7.607(3.5); 7.523(4.9); 7.519(5.4); 7.504(9.3); 7.500(9.2);7.472(4.8); 7.470(4.7); 7.454(9.2); 7.435(4.9); 7.433(4.3); 7.410(5.8);7.406(5.5); 7.391(7.0); 7.387(6.5); 7.372 (3.1); 7.368(2.7);6.963(13.2); 6.957(13.0); 5.757(16.0); 4.055(0.4); 4.038(1.3);4.020(1.3); 4.002(0.4); 3.324 (99.1); 2.675(0.9); 2.670(1.2);2.666(0.9); 2.506(140.0); 2.501(173.0); 2.497(127.7); 2.328(1.2);2.324(0.9); 1.989(5.4); 1.236(0.6); 1.192(1.5); 1.174(2.9); 1.157(1.5);0.000(17.8) I-1-419: HPLC-MS: logP = 2.61; mass (m/z): 435.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.213(0.4); 11.184(11.8); 8.251(11.9);8.244(12.1); 8.219(0.3); 8.213(0.3); 8.025(7.1); 8.023(7.7); 8.003(8.5);7.906(8.9); 7.886(10.2); 7.861(2.1); 7.858(2.1); 7.840(6.6); 7.838(6.1);7.823(8.0); 7.817(11.1); 7.812(11.4); 7.796(3.6); 7.792(2.4);7.648(4.5); 7.643(4.4); 7.627(6.5); 7.610(3.6); 7.606(3.5); 7.481(1.9);7.462(7.3); 7.448(14.9); 7.444(16.0); 7.431(3.0); 7.425(1.1);7.415(0.5); 7.220(4.0); 7.213(3.8); 7.203(4.3); 7.200(5.1); 7.197(4.9);7.194(4.2); 7.184(3.6); 7.177(3.3); 7.163(0.4); 6.962(12.3);6.956(12.4); 5.757(14.7); 4.055(0.7); 4.038(2.2); 4.020(2.2);4.002(0.7); 3.324(82.5); 2.675(0.9); 2.670(1.3); 2.666(1.0);2.506(140.5); 2.501(183.1); 2.497(136.5); 2.332(0.9); 2.328(1.2);2.324(0.9); 1.989(9.3); 1.235(0.6); 1.192(2.5); 1.174(5.0); 1.157(2.5);0.008(0.8); 0.000(19.6); −0.008(0.9) I-1-420: HPLC-MS: log P = 2.33;mass (m/z): 299.1 (M + H)⁺; 1H-NMR(601.6 MHz, CD₃CN): δ = 9.281(4.1);8.525(15.9); 8.520(16.0); 8.415(7.8); 8.407(7.9); 7.902(4.2);7.899(4.4); 7.888(8.3); 7.876(5.6); 7.874(5.6); 7.784(12.7); 7.771(9.9);7.614(7.9); 7.612(8.5); 7.602(9.2); 7.599(9.7); 7.523(6.5); 7.510(13.6);7.496(5.6); 7.493(5.9); 7.483(8.6); 7.481(8.9); 7.470(4.4); 7.468(4.2);7.439(6.7); 7.437(7.1); 7.427(9.9); 7.425 (10.5); 7.414(4.0);7.413(4.2); 7.262(7.0); 7.254(7.4); 7.250(7.2); 7.241(6.7); 7.005(15.8);7.001(15.8); 5.449 (0.5); 2.187(0.5); 2.163(312.3); 2.057(0.5);2.052(0.8); 2.048(0.5); 1.966(4.5); 1.958(4.2); 1.954(5.5); 1.950(50.8);1.946(93.5); 1.942(136.3); 1.938(93.3); 1.934(47.4); 1.831(0.5);1.827(0.8); 1.823(0.5); 1.436(1.6); 1.267(0.9); 1.211(0.5); 1.199(1.0);1.188(0.5); 1.025(0.5); 1.013(1.0); 1.002(0.5); 0.000(10.1); −0.006(0.3)I-1-421: HPLC-MS: log P = 3.43; mass (m/z): 492.8 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 9.515(6.0); 8.730(14.8); 8.728(15.0); 8.318(13.9);8.314(14.3); 8.303(15.9); 8.296(16.0); 7.901(12.5); 7.882(12.5);7.881(12.9); 7.481(4.3); 7.476(5.6); 7.462(13.7); 7.457(13.9);7.449(11.7); 7.446(11.8); 7.431(13.0); 7.428(13.6); 7.412(5.1);7.409(5.1); 7.241(0.4); 7.235(0.4); 7.194(7.7); 7.189(7.3); 7.176(8.0);7.174(9.8); 7.171(9.8); 7.169(9.0); 7.156(6.1); 7.151(6.6); 7.091(15.1);7.085(15.2); 5.448(10.7); 2.154(69.1); 2.121(0.5); 2.115(0.6);2.109(0.8); 2.102(0.5); 1.972(1.4); 1.965(4.8); 1.959(5.8); 1.954(45.5);1.947(85.2); 1.941(119.5); 1.935(83.7); 1.929(43.7); 1.776(0.5);1.770(0.7); 1.763(0.5); 1.436(1.1); 1.372(9.7); 1.340(0.9); 1.284(1.4);1.276(11.0); 1.221(0.4); 1.216(0.7); 1.204(0.6); 1.186(0.4); 0.008(1.2);0.000(37.1); −0.009(1.5) I-1-422: HPLC-MS: logP = 2.72; mass (m/z):401.2 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.341(9.6); 8.818(5.1);8.815(5.4); 8.806(5.3); 8.803(5.2); 8.457(5.4); 8.453(5.4); 8.437(5.7);8.433(5.5); 8.343(10.7); 8.337(10.7); 7.835(5.1); 7.816(7.0);7.783(1.9); 7.766(5.5); 7.747(5.0); 7.714(8.4); 7.696(16.0); 7.680(7.7);6.964(11.6); 6.958(11.6); 3.326(425.1); 2.995(0.5); 2.711(1.0);2.680(0.7); 2.675(1.4); 2.671(1.9); 2.666(1.4); 2.589(0.4);2.541(276.2); 2.529(2.9); 2.524(5.9); 2.511(110.0); 2.506(219.0);2.502(286.3); 2.497(211.3); 2.493(104.9); 2.368(1.0); 2.338(0.6);2.333(1.3); 2.329(1.8); 2.324(1.3); 2.075(6.0); 1.259(0.3); 1.235(0.8);0.008(1.7); 0.000(48.3); −0.009(1.9) I-1-423: HPLC-MS: logP = 2.46; mass(m/z): 369.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.567(11.4);8.822(6.4); 8.819(6.6); 8.810(6.7); 8.807(6.4); 8.464(6.9); 8.460(6.7);8.444(7.3); 8.440(6.8); 8.369(14.1); 8.362(14.1); 7.722(5.0);7.710(5.0); 7.703(4.9); 7.690(4.6); 7.614(1.5); 7.597(3.4); 7.593(3.1);7.576(6.3); 7.559(3.3); 7.555(3.7); 7.538(1.6); 7.250(2.1); 7.243(11.0);7.223(16.0); 7.203(9.1); 7.196(1.8); 6.979(15.5); 6.972(15.3);3.464(0.4); 3.337(1001.1); 2.996(0.5); 2.712(2.3); 2.676(1.5);2.672(2.0); 2.667(1.5); 2.585(0.7); 2.577(0.8); 2.542(523.9);2.525(6.3); 2.512(116.3); 2.507(227.0); 2.503(293.2); 2.498(212.4);2.494(103.0); 2.368(2.2); 2.339(0.7); 2.334(1.4); 2.329(1.8);2.325(1.3); 2.075(2.0); 1.259(0.3); 1.235(0.7); 0.000(5.2) I-1-424:HPLC-MS: logP = 2.61; mass (m/z): 411.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.266(13.4); 8.816(7.5); 8.813(7.7); 8.804(7.8);8.801(7.5); 8.455(7.9); 8.452(7.7); 8.435(8.4); 8.432(7.9); 8.344(14.9);8.337(14.8); 7.711(6.6); 7.701(13.6); 7.691(6.7); 7.681(14.3);7.553(5.9); 7.549(6.6); 7.534(10.1); 7.530(10.2); 7.489(5.0);7.486(5.1); 7.471(10.2); 7.468(9.6); 7.452(5.5); 7.449(5.0); 7.425(6.4);7.420(6.4); 7.406(7.8); 7.401(7.5); 7.387(3.5); 7.382(3.1); 6.986(16.0);6.980(15.7); 3.400(0.4); 3.367(1.0); 3.327(1143.5); 2.675(3.1);2.671(4.3); 2.666(3.1); 2.662(1.4); 2.541(14.5); 2.524(12.6);2.511(258.5); 2.506(511.5); 2.502(663.7); 2.497(475.1); 2.493(225.0);2.422(0.4); 2.419(0.4); 2.338(1.6); 2.333(3.2); 2.328(4.3); 2.324(3.1);2.288(0.4); 2.075(5.8); 1.298(0.5); 1.258(0.6); 1.235(0.6); 1.147(0.5);0.008(2.6); 0.000(78.5); −0.008(2.3) I-1-425: HPLC-MS: logP = 2.57; mass(m/z): 367.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.281(13.6);8.816(8.2); 8.814(8.4); 8.805(8.5); 8.456(8.5); 8.452(8.3); 8.436(9.0);8.433(8.4); 8.344(15.1); 8.338(14.9); 7.713(6.6); 7.700(6.6);7.693(6.5); 7.681(6.0); 7.583(7.2); 7.580(7.6); 7.565(9.6); 7.561(10.0);7.553(6.1); 7.550(6.4); 7.533(12.9); 7.530(12.8); 7.513(5.5);7.509(5.6); 7.495(9.4); 7.490(8.1); 7.475(5.0); 7.470(4.1); 7.449(7.5);7.445(7.1); 7.430(9.5); 7.427(8.8); 7.412(3.6); 7.409(3.1); 6.989(16.0);6.983(15.7); 3.428(0.4); 3.414(0.5); 3.399(0.7); 3.329(1012.7);2.711(0.5); 2.675(2.4); 2.671(3.3); 2.667(2.4); 2.662(1.2);2.541(109.9); 2.524(11.1); 2.511(199.6); 2.506(387.5); 2.502(498.8);2.497(358.8); 2.493(172.4); 2.368(0.4); 2.333(2.4); 2.329(3.2);2.324(2.3); 2.075(3.0); 1.298(0.4); 1.258(0.5); 1.236(0.6); 1.148(0.3);0.008(1.3); 0.000 (36.0); −0.009(1.2) I-1-426: HPLC-MS: logP = 2.69;mass (m/z): 402.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.334(8.8);8.925(5.2); 8.924(5.2); 8.914(5.3); 8.824(4.9); 8.821(5.1); 8.813(5.1);8.809(4.9); 8.466(5.3); 8.462(5.3); 8.446(5.7); 8.442(5.4); 8.378(11.8);8.372(16.0); 8.352(5.5); 7.808(3.6); 7.807(3.6); 7.795(3.6); 7.788(3.4);7.776(3.3); 7.721(3.9); 7.709(3.9); 7.702(3.7); 7.690(3.6); 6.976(12.6);6.969(12.4); 3.412(0.3); 3.398(0.5); 3.383(0.7); 3.330(854.2);2.680(0.8); 2.676(1.7); 2.671(2.4); 2.667(1.7); 2.662(0.8); 2.541(27.7);2.524(7.2); 2.520(11.5); 2.511(138.4); 2.507(274.7); 2.502(357.8);2.497(254.2); 2.493(118.8); 2.338(0.8); 2.333 (1.7); 2.329(2.3);2.324(1.6); 2.320(0.7); 2.075(2.5); 1.299(0.3); 1.259(0.5); 1.235(0.6);0.008(0.9); 0.000(25.8); −0.009(0.8) I-1-427: HPLC-MS: logP = 2.72; mass(m/z): 459.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.207(8.8);8.816(4.9); 8.813(5.0); 8.804(5.0); 8.801(4.8); 8.455(5.1); 8.451(5.1);8.435(5.5); 8.432(5.2); 8.343(9.4); 8.336(9.4); 7.921(7.2); 7.901(8.1);7.710(4.0); 7.698(4.0); 7.690(3.9); 7.678(3.7); 7.501(0.8); 7.477 (9.4);7.468(16.0); 7.244(0.5); 7.234(3.1); 7.225(3.0); 7.221(3.2); 7.214(3.6);7.212(3.4); 7.205(2.9); 7.202(3.3); 7.192(2.5); 7.182(0.4); 6.985(10.0);6.978(9.9); 3.493(0.3); 3.482(0.4); 3.456(0.6); 3.447(0.6); 3.428(0.8);3.413(1.0); 3.331(2037.1); 3.283(1.1); 3.246(0.3); 2.712(0.5);2.680(1.8); 2.676(3.6); 2.671(5.0); 2.666(3.6); 2.662(1.7); 2.617(0.3);2.604(0.4); 2.541(109.5); 2.524(16.4); 2.519(26.0); 2.511(293.4);2.506(579.0); 2.50 2(751.7); 2.497(537.4); 2.493(254.0); 2.432(0.3);2.368(0.4); 2.333(3.5); 2.329(4.8); 2.324(3.4); 2.289(0.6); 2.074(4.2);1.298(0.6); 1.258(0.8); 1.235(1.8); 1.148(0.5); 0.008(2.0); 0.000(59.5);−0.009(1.8) I-1-428: HPLC-MS: logP = 3.05; mass (m/z): 401.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.408(6.6); 8.620(8.0); 8.615(8.7);8.511(8.1); 8.506(7.3); 8.268(7.7); 8.261(7.6); 7.835(3.6); 7.816(4.6);7.783(1.3); 7.766(3.8); 7.747(3.3); 7.713(3.0); 7.694(8.9); 7.675(4.2);6.956(8.4); 6.950(8.3); 5.756(16.0); 3.324(13.3); 2.525(0.8);2.512(14.6); 2.507(29.0); 2.503(37.9); 2.498(26.7); 2.493(12.4);1.989(0.6); 1.397(10.0); 1.175(0.4); 0.008(2.3); 0.000(55.8);−0.009(1.8) I-1-429: HPLC-MS: logP = 2.77; mass (m/z): 369.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.633(4.8); 8.623(6.6); 8.618(7.2);8.516(7.2); 8.510(6.5); 8.286(5.7); 8.279(5.7); 7.611(0.6); 7.594(1.4);7.590(1.2); 7.577(1.0); 7.573(2.5); 7.569(1.0); 7.556(1.3); 7.552(1.5);7.535(0.6); 7.246(0.8); 7.240(4.3); 7.220 (6.0); 7.199(3.6); 7.192(0.7);6.966(6.5); 6.959(6.4); 5.756(16.0); 3.328(21.7); 2.526(0.4);2.513(7.8); 2.508(15.6); 2.504(20.4); 2.499(14.4); 2.495(6.8);0.008(1.1); 0.000(26.5); −0.009(0.9) I-1-430: HPLC-MS: logP = 2.95; mass(m/z): 410.8 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.308(4.6);8.618(5.5); 8.613(5.9); 8.508(6.0); 8.503(5.4); 8.264(5.1); 8.258(5.0);7.703(2.8); 7.700(2.8); 7.683(3.3); 7.680(3.2); 7.550(2.0); 7.545(2.2);7.531(3.4); 7.527(3.4); 7.488(1.6); 7.485(1.7); 7.470(3.3); 7.467 (3.1);7.451(1.8); 7.448(1.6); 7.423(2.2); 7.418(2.2); 7.403(2.5); 7.399(2.5);7.385(1.2); 7.380(1.1); 6.975(5.5); 6.968(5.4); 5.755(16.0); 3.324(9.0);2.525(0.4); 2.520(0.6); 2.511(7.6); 2.507(15.2); 2.502(19.8);2.498(13.9); 2.493(6.4); 0.008(1.0); 0.000(28.2); −0.009(0.9) I-1-431:HPLC-MS: logP = 2.29; mass (m/z): 413.9 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.486(11.0); 8.623(14.3); 8.617(15.6); 8.515(16.0);8.510(14.4); 8.483(7.4); 8.478(8.0); 8.471(8.0); 8.466(7.8); 8.311(1.2);8.283(12.6); 8.277(12.6); 8.000(7.4); 7.995(7.7); 7.981(8.6);7.976(8.0); 7.566(8.1); 7.554(7.9); 7.547(7.7); 7.535(7.5); 7.286(0.7);7.262(0.7); 7.239(0.3); 6.976(13.8); 6.969(13.8); 3.594(0.3);3.589(0.3); 3.578(0.4); 3.533(0.6); 3.518(0.4); 3.509(0.5); 3.496(0.4);3.486(0.5); 3.474(0.8); 3.456(0.8); 3.439(1.1); 3.420(1.9); 3.409(3.2);3.350(2513.1); 3.284(1.5); 3.268(1.5); 3.253(0.9); 3.248(0.9);3.238(1.0); 3.219(0.6); 3.207(0.7); 3.199(0.5); 3.186(0.4); 3.179(0.4);3.153(0.3); 3.143(0.4); 2.677(2.0); 2.672(2.8); 2.668(1.9); 2.663 (0.9);2.543(3.1); 2.536(0.9); 2.526(6.3); 2.521(10.8); 2.512(160.9);2.508(328.4); 2.503(431.2); 2.499(304.0); 2.494(141.3); 2.339(1.0);2.335(2.0); 2.330(2.7); 2.325(1.9); 2.321(0.9); 2.073(15.0); 2.047(0.4);1.654(0.9); 0.000(8.0) I-1-432: HPLC-MS: logP = 2.91; mass (m/z): 366.9(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.326(4.6); 8.618(5.2);8.613(5.6); 8.508(5.7); 8.503(5.1); 8.266(5.0); 8.259(4.9); 7.582(2.2);7.578(2.3); 7.563(3.0); 7.559(3.1); 7.551(1.8); 7.548(2.0); 7.531(3.8);7.528(3.9); 7.511(1.8); 7.506(1.8); 7.492(3.1); 7.488 (2.7); 7.473(1.7);7.468(1.4); 7.448(2.4); 7.444(2.3); 7.429(3.0); 7.426(2.8); 7.411(1.2);7.408(1.1); 6.979(5.3); 6.972(5.2); 5.756(16.0); 3.326(8.0); 2.512(6.9);2.507(13.8); 2.503(18.0); 2.498(12.9); 2.494(6.1); 1.396(0.4);0.008(1.0); 0.000(24.2); −0.009(0.9) I-1-433: HPLC-MS: logP = 3.06; mass(m/z): 458.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.247(3.0);8.618(3.3); 8.612(3.5); 8.508(3.6); 8.502(3.2); 8.264(3.2); 8.257(3.1);7.922(2.2); 7.902(2.5); 7.479(2.4); 7.475(2.8); 7.466(4.9); 7.456(0.5);7.232(1.0); 7.223(1.0); 7.218(1.0); 7.212(1.1); 7.209(1.1); 7.203 (0.9);7.199(1.0); 7.189(0.8); 6.973(3.3); 6.967(3.2); 5.754(16.0);3.324(11.4); 2.511(6.1); 2.506(11.9); 2.502 (15.2); 2.497(10.7);2.493(4.9); 1.397(1.4); 0.008(1.0); 0.000(20.8); −0.009(0.7) I-1-434:HPLC-MS: logP = 2.61; mass (m/z): 387.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 20.006(0.8); 11.548(11.0); 8.484(10.9); 8.478(11.9);8.361(9.9); 8.354(10.2); 8.285(3.2); 8.279(3.0); 8.264(3.5); 8.258(6.2);8.252(3.5); 8.237(3.5); 8.231(3.2); 7.851(1.7); 7.831(3.9); 7.817(4.0);7.797(2.6); 7.636(3.6); 7.608(4.1); 7.586(3.1); 7.489(7.2); 7.470(6.6);6.958(13.5); 6.951(13.6); 4.593(0.7); 4.578(1.4); 4.565(0.9);3.511(16.0); 3.491(1.8); 3.477(2.2); 3.465(1.1); 3.423(3.0); 3.411(3.4);3.399(2.7); 3.331(4647.8); 2.711(1.1); 2.675(9.2); 2.671(12.2);2.667(8.9); 2.541(137.4); 2.524(38.2); 2.511(696.8); 2.506(1362.8);2.502(1781.8); 2.497(1302.9); 2.493(634.2); 2.367(0.8); 2.333(8.5);2.329(11.6); 2.324(8.2); 2.289(0.7); 2.074(5.0); 1.336(2.7); 1.298(1.3);1.259(1.9); 1.249(3.5); 1.235(6.8); 1.148(1.2); 0.907(0.6); 0.888(1.2);0.869(0.7); 0.854(0.7); 0.000(33.3) I-1-435: HPLC-MS: logP = 1.83; mass(m/z): 431.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.817(2.9);8.475(2.7); 8.469(2.9); 8.429(5.8); 8.315(2.3); 8.310(2.2); 8.308(2.2);8.278(0.9); 8.272(0.8); 8.257(0.9); 8.251(1.6); 8.245(0.8); 8.230(0.9);8.224(0.8); 6.968(3.8); 6.961(3.8); 3.895(16.0); 3.513(0.5);3.336(50.5); 2.544(5.8); 2.527(0.3); 2.522(0.5); 2.514(6.8);2.509(13.9); 2.504(18.6); 2.500(13.6); 2.495(6.5); 0.000(1.0) I-1-436:HPLC-MS: logP = 2.61; mass (m/z): 387.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.486(13.3); 8.482(11.5); 8.476(12.0); 8.357(11.1);8.351(10.9); 8.283(3.2); 8.277(3.1); 8.262(3.6); 8.255(6.0); 8.249(3.4);8.234(3.3); 8.228(3.0); 7.810(4.0); 7.797(4.6); 7.789(5.8); 7.779(6.6);7.775(9.9); 7.757(5.3); 7.751(5.4); 7.671(3.3); 7.665(3.0); 7.650(5.7);7.644(5.0); 7.629(2.6); 7.622(2.2); 6.978(16.0); 6.971(15.7);3.516(1.3); 3.339(118.8); 3.000(0.8); 2.715(0.6); 2.575(0.4);2.570(0.5); 2.545(152.8); 2.528(1.3); 2.523(1.9); 2.515(17.8);2.510(35.2); 2.506(46.8); 2.501(34.4); 2.496(16.7); 2.371(0.6);2.078(0.4); 1.233(0.3); 0.000(2.9) I-1-437: HPLC-MS: logP = 2.93; mass(m/z): 403.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.536(12.7);8.484(12.3); 8.478(12.9); 8.362(11.1); 8.355(11.1); 8.285(3.6);8.279(3.3); 8.264(3.8); 8.258(6.7); 8.252(3.5); 8.237(3.6); 8.231(3.3);7.872(8.8); 7.864(10.0); 7.860(11.0); 7.851(13.5); 7.790(6.7);7.787(6.2); 7.768(3.9); 7.765(3.8); 6.971(16.0); 6.964(15.9);3.514(1.5); 3.365(0.9); 3.338(229.4); 2.998(0.4); 2.714(0.4);2.678(0.4); 2.673(0.5); 2.669(0.4); 2.563(0.4); 2.544(105.3);2.532(0.7); 2.527(1.6); 2.522(2.3); 2.513(29.3); 2.509(58.9);2.504(78.3); 2.500(57.2); 2.495(27.6); 2.370(0.4); 2.336(0.4);2.331(0.5); 2.326(0.4); 1.233 (0.4); 0.000(3.8) I-1-438: see SynthesisExample 48 I-1-439: HPLC-MS: logP = 2.85; mass (m/z): 383.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.442(7.7); 8.316(6.4); 8.310(5.9);8.179(3.5); 8.157(3.9); 8.153(3.9); 8.131(3.5); 7.832(4.0); 7.812(4.9);7.779(1.4); 7.762(4.0); 7.743(3.7); 7.709(3.2); 7.689(9.0); 7.669(4.4);6.964(9.3); 6.958(9.2); 3.322(182.2); 2.680(0.5); 2.675(1.0);2.671(1.5); 2.666(1.0); 2.662(0.5); 2.524(4.0); 2.519(6.2); 2.511(76.9);2.506(156.5); 2.502(210.7); 2.497(154.4); 2.492(73.5); 2.464(16.0);2.458(15.4); 2.456(15.4); 2.337(0.5); 2.333(1.1); 2.328(1.4);2.324(1.0); 2.319(0.5); 1.989(0.6); 1.398(1.0); 1.235(0.4); 1.175(0.3);0.008(0.5); 0.000(17.4); −0.009(0.5) I-1-440: HPLC-MS: logP = 2.38; mass(m/z): 384.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.623(7.4);8.844(3.9); 8.834(3.8); 8.832(3.8); 8.343(6.0); 8.337(5.9); 8.209(3.5);8.206(3.7); 8.187(7.3); 8.165(3.8); 8.160(3.8); 8.139(3.4); 7.835(3.6);7.824(3.5); 7.816(3.3); 7.804(3.2); 6.969(9.5); 6.963(9.4); 5.758 (2.2);3.322(233.2); 2.680(1.0); 2.675(2.2); 2.670(3.0); 2.666(2.2);2.661(1.0); 2.524(8.5); 2.519(13.4); 2.510 (166.2); 2.506(336.3);2.501(444.8); 2.497(318.7); 2.492(149.9); 2.467(14.8); 2.465(16.0);2.459(15.4); 2.457(15.1); 2.337(1.0); 2.333(2.2); 2.328(3.0);2.324(2.2); 2.319(1.0); 1.146(0.3); 0.146(0.9); 0.008(7.8);0.000(238.1); −0.009(7.2); −0.150(0.9) I-1-441: HPLC-MS: logP = 2.56;mass (m/z): 351.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.671(7.3);8.340(6.1); 8.333(6.0); 8.316(0.6); 8.185(3.4); 8.163(3.9); 8.159(3.8);8.137(3.4); 7.607(0.9); 7.590(2.1); 7.586(1.8); 7.573(1.5); 7.569(3.8);7.552(1.9); 7.548(2.3); 7.531(1.0); 7.242(1.3); 7.235(6.7); 7.215 (9.4);7.194(5.5); 7.187(1.1); 6.971(8.9); 6.964(8.8); 5.756(0.9);3.322(178.1); 2.675(1.3); 2.671(1.8); 2.666(1.3); 2.524(6.0);2.511(96.3); 2.506(188.7); 2.502(249.0); 2.497(183.7); 2.493(89.7);2.465(16.0); 2.460(15.4); 2.458(15.1); 2.337(0.6); 2.333(1.2);2.328(1.7); 2.324(1.2); 2.319(0.6); 1.336(0.7); 1.298(0.5); 1.259(0.7);1.250(0.8); 1.235(0.5); 0.000(3.9) I-1-442: HPLC-MS: logP = 2.71; mass(m/z): 395.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.339(7.6);8.315(6.0); 8.308(5.8); 8.178(3.2); 8.156(3.7); 8.152(3.8); 8.130(3.2);7.699(4.5); 7.697(4.5); 7.679(5.3); 7.677(5.2); 7.545(2.9); 7.540(3.3);7.526(5.2); 7.521(5.3); 7.484(2.5); 7.482(2.7); 7.466(5.1); 7.463 (5.0);7.447(2.8); 7.444(2.6); 7.420(3.2); 7.415(3.3); 7.400(4.0); 7.396(3.9);7.382(1.8); 7.377(1.6); 6.984(7.9); 6.977(7.8); 5.756(1.9);3.322(145.3); 2.675(1.0); 2.671(1.4); 2.666(1.1); 2.524(4.2);2.510(81.1); 2.506(158.6); 2.502(209.1); 2.497(155.2); 2.493(77.1);2.464(16.0); 2.458(15.8); 2.333(1.1); 2.328(1.4); 2.324(1.1);1.336(0.4); 1.298(0.3); 1.259(0.5); 1.250(0.4); 1.235(0.4); 0.000(2.9)I-1-443: HPLC-MS: logP = 2.16; mass (m/z): 341.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.676(12.3); 8.520(0.6); 8.514(0.8); 8.499(13.2);8.493(13.8); 8.483(0.8); 8.463(4.6); 8.378(10.6); 8.376(10.8);8.371(10.8); 8.370(10.4); 8.316(10.5); 8.309(5.4); 8.303(4.5);8.288(5.0); 8.282(8.8); 8.276(4.6); 8.261(4.8); 8.255(4.4); 8.170(5.0);7.939(11.2); 7.936(11.0); 7.458(10.6); 7.456(10.7); 7.016(0.8);7.009(0.8); 6.990(16.0); 6.983(15.8); 6.812(0.7); 5.757(0.9);4.038(0.7); 4.020(0.7); 3.324(113.5); 2.681(0.4); 2.676(0.8); 2.672(1.2); 2.667(0.8); 2.663(0.4); 2.525(3.4); 2.520(5.4); 2.512(64.3);2.507(128.7); 2.503(170.4); 2.498(123.2); 2.494(58.3); 2.431(1.9);2.338(0.4); 2.334(0.8); 2.329(1.2); 2.325(0.8); 2.320(0.4); 1.989(3.2);1.397(0.6); 1.336(1.3); 1.299(0.5); 1.259(0.7); 1.250(1.7); 1.234(0.5);1.193(0.9); 1.175(1.7); 1.157(0.9); 0.008(1.8); 0.000 (53.2);−0.009(1.7) I-1-444: HPLC-MS: logP = 2.65; mass (m/z): 373.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.594(2.5); 8.495(3.7); 8.489(3.9);8.382(3.1); 8.377(3.1); 8.316(1.1); 8.307(1.3); 8.301(1.2); 8.286(1.4);8.280(2.5); 8.274(1.3); 8.259(1.3); 8.253(1.2); 8.019(1.3); 7.874(3.2);7.730(1.6); 6.951(2.4); 6.944(2.4); 3.322 (526.6); 2.680(1.1);2.675(2.3); 2.670(3.2); 2.666(2.3); 2.661(1.0); 2.541(11.1); 2.524(8.2);2.519(12.8); 2.511(177.2); 2.506(361.6); 2.501(478.3); 2.497(338.8);2.492(156.9); 2.337(1.1); 2.333(2.3); 2.328(3.1); 2.324(2.2);2.319(1.0); 2.280(16.0); 1.259(0.4); 1.235(1.0); 0.008(1.6);0.000(51.8); −0.009(1.5) I-1-445: HPLC-MS: logP = 1.60; mass (m/z):333.2 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.526(0.7); 8.269(2.1);8.263(2.1); 8.170(1.7); 8.164(1.7); 7.699(0.7); 7.693(0.7); 7.679(0.8);7.673(1.3); 7.667(0.7); 7.652(0.7); 7.646(0.7); 7.636(0.3); 6.991(2.4);6.985(2.3); 5.448(1.1); 3.685(15.2); 3.671(0.3); 3.233 (0.9);3.030(0.9); 2.469(0.4); 2.464(0.5); 2.459(0.4); 2.428(15.9);2.357(16.0); 2.174(55.4); 2.120(0.3); 2.114 (0.5); 2.108(0.6);2.102(0.4); 1.965(5.5); 1.959(8.4); 1.953(33.9); 1.947(58.3);1.940(75.4); 1.934(51.7); 1.928(26.6); 1.842(0.3); 1.775(0.3);1.769(0.4); 0.008(1.5); 0.000(34.5); −0.009(1.3) I-1-446: HPLC-MS: logP= 1.54; mass (m/z): 319.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.654(2.6); 8.470(2.5); 8.464(2.6); 8.445(4.6); 8.292(2.0); 8.285(2.0);8.275(0.8); 8.269(0.8); 8.254(0.9); 8.248(1.5); 8.241(0.8); 8.227(0.8);8.220(0.7); 6.969(3.2); 6.963(3.2); 5.757(0.5); 3.792(15.2);3.323(75.2); 2.675(0.5); 2.671(0.7); 2.666(0.5); 2.524(1.8); 2.519(2.8);2.511(38.3); 2.506(77.4); 2.502(102.8); 2.497(74.5); 2.493(35.6);2.363(16.0); 2.333(0.5); 2.328(0.7); 2.324(0.5); 2.075(0.4); 0.008(1.4);0.000(44.6); −0.009(1.4) I-1-447: HPLC-MS: logP = 2.03; mass (m/z):364.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.987(2.1); 8.493(2.3);8.487(2.4); 8.410(2.1); 8.404(2.1); 8.315(0.7); 8.298(0.7); 8.292(0.6);8.277(0.8); 8.271(1.3); 8.265(0.7); 8.250(0.7); 8.244(0.7); 7.021(2.9);7.014(2.9); 3.845(16.0); 3.371(0.4); 3.325(432.6); 2.995(1.0);2.680(0.6); 2.675(1.3); 2.671(1.7); 2.666(1.3); 2.662(0.6); 2.541(59.5);2.524(5.1); 2.511(97.8); 2.506(197.2); 2.502(259.9); 2.497(187.0);2.493(89.1); 2.449(14.3); 2.338(0.6); 2.333(1.2); 2.328(1.7);2.324(1.2); 2.319(0.6); 1.235(1.1); 0.008(0.6); 0.000(15.6); −0.009(0.5)I-1-448: HPLC-MS: logP = 1.83; mass (m/z): 364.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.480(2.8); 8.481(2.8); 8.475(3.0); 8.360(2.5);8.353(2.5); 8.316(0.4); 8.284(0.9); 8.278(0.8); 8.263(1.0); 8.257(1.6);8.250(0.9); 8.235(0.9); 8.229(0.8); 6.973(3.3); 6.967(3.2); 3.870(16.0);3.323(93.8); 2.675(0.7); 2.671(0.9); 2.666(0.7); 2.610(15.4);2.541(0.5); 2.524(2.6); 2.511(55.6); 2.506(109.1); 2.502(140.4);2.497(100.3); 2.493(48.4); 2.333(0.7); 2.329(0.9); 2.324(0.7);0.146(0.4); 0.008(3.9); 0.000(94.2); −0.008(3.9); −0.150(0.4) I-1-449:HPLC-MS: logP = 1.67; mass (m/z): 306.1 (M + H)⁺; ¹H-NMR(601.6 MHz,DMF): δ = 10.909(0.4); 8.499(1.9); 8.495(1.9); 8.453(1.9); 8.4493(1.8);8.4488(1.8); 8.261(0.7); 8.257(0.6); 8.248(0.7); 8.243(1.3); 8.239(0.6);8.230(0.7); 8.225(0.6); 8.131(4.4); 8.025(4.3); 7.074(2.1); 7.069(2.0);5.817(0.4); 4.286(16.0); 3.471(4.4); 2.952(4.4); 2.922(2.2); 2.919(4.3);2.916(6.3); 2.912(4.3); 2.909(2.0); 2.784(4.2); 2.751 (2.5); 2.748(4.8);2.745(6.8); 2.741(4.8); 2.738(2.4); 2.616(0.7); 0.005(0.4); 0.000(10.9)I-1-450: HPLC-MS: logP = 3.65; mass (m/z): 491.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 12.141(3.6); 8.498(3.6); 8.492(3.8); 8.420(3.2);8.413(3.2); 8.315(1.1); 8.307(1.2); 8.300(1.2); 8.286(1.3); 8.279(2.3);8.273(1.1); 8.258(1.2); 8.252(1.1); 6.990(4.6); 6.983(4.5); 4.002(16.0);3.920(0.4); 3.414(0.4); 3.392(0.5); 3.387(0.5); 3.374(0.8); 3.359(1.4);3.326(1280.7); 3.296(1.1); 3.273(0.4); 2.711(0.4); 2.680(1.2);2.675(2.4); 2.671(3.4); 2.666(2.4); 2.662(1.1); 2.541(83.9); 2.524(8.4);2.519(13.1); 2.511(187.5); 2.506(384.4); 2.502(509.9); 2.497(363.2);2.493(169.8); 2.367(0.3); 2.338(1.1); 2.333(2.4); 2.328(3.3);2.324(2.3); 2.319(1.1); 2.289(0.6); 1.258(0.4); 1.235(1.1); 0.008(0.6);0.000(18.6); −0.009(0.6) I-1-451: HPLC-MS: logP = 2.79; mass (m/z):441.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.728(4.9); 8.484(4.7);8.478(5.0); 8.364(4.3); 8.357(4.3); 8.292(1.5); 8.286(1.3); 8.271(1.6);8.265(2.7); 8.258(1.4); 8.243(1.5); 8.237(1.3); 6.930(6.0); 6.923(5.9);5.758(3.3); 4.127(16.0); 3.323(109.4); 2.680(0.4); 2.675(0.9);2.671(1.2); 2.666(0.9); 2.662(0.4); 2.524(3.5); 2.511(66.0);2.506(130.7); 2.502(170.6); 2.497(122.5); 2.493(58.0); 2.333(0.8);2.329(1.2); 2.324(0.8); 2.320(0.4); 0.008(0.9); 0.000(25.5); −0.009(0.8)I-1-452: HPLC-MS: logP = 2.27; mass (m/z): 349.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.199(3.1); 8.487(2.8); 8.480(3.0); 8.335(2.6);8.329(2.5); 8.317(0.9); 8.297(0.9); 8.291(0.8); 8.270(1.5); 8.249(1.1);8.238(3.1); 8.234(3.1); 7.890(3.6); 7.885(3.5); 6.955(3.2); 6.948(3.2);3.977(16.0); 3.403(0.4); 3.325(350.6); 2.670(3.1); 2.506(393.9);2.502(484.1); 2.498(358.1); 2.445(0.5); 2.421(0.4); 2.412(0.4);2.332(2.3); 2.328(2.9); 1.988(0.4); 1.259(0.5); 1.235(0.8); 0.146(0.5);0.000(90.0); −0.150(0.4) I-1-453: HPLC-MS: logP = 1.69; mass (m/z):350.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.534(2.8); 8.891(5.4);8.482(2.8); 8.476(2.9); 8.371(2.5); 8.364(2.5); 8.316(0.9); 8.286(0.8);8.280(0.7); 8.264(0.9); 8.258(1.6); 8.252(0.8); 8.237(0.8); 8.231(0.8);6.985(3.2); 6.978(3.1); 5.756(1.2); 3.947(16.0); 3.324(384.8);2.675(1.9); 2.671(2.5); 2.666(1.8); 2.541(1.6); 2.510(151.1);2.506(293.3); 2.502(379.5); 2.497(271.7); 2.493(130.3); 2.33(1.8);2.328(2.4); 2.324(1.8); 0.146(1.3); 0.008(11.8); 0.000(287.0);−0.008(10.7); −0.150(1.3) I-1-454: I-1-454: HPLC-MS: logP = 1.58; mass(m/z): 350.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.335(3.1);8.480(2.8); 8.474(3.1); 8.365(2.7); 8.359(2.7); 8.316(0.4); 8.284(0.9);8.277(0.8); 8.262(1.0); 8.256(1.7); 8.250(0.9); 8.235(0.9); 8.229(0.8);8.085(5.0); 6.984(3.3); 6.977(3.3); 3.930(16.0); 3.324(123.4);2.675(0.7); 2.671(0.9); 2.666(0.7); 2.541(0.5); 2.524(2.2);2.506(108.4); 2.502(142.0); 2.498(103.9); 2.333(0.7); 2.329(0.9);2.324(0.7); 0.146(0.4); 0.008(3.1); 0.000(89.8); −0.008(3.8);−0.150(0.4) I-1-455: HPLC-MS: logP = 3.37; mass (m/z): 381.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.542(4.1); 8.491(5.3); 8.485(5.6);8.368(4.2); 8.361(4.2); 8.315(1.2); 8.300(1.6); 8.293(1.5); 8.279(1.8);8.272(3.0); 8.266(1.6); 8.251(1.6); 8.245(1.4); 7.689(8.6); 6.987(3.7);6.981(3.7); 4.537(0.8); 4.522(1.3); 4.500 (1.3); 4.485(0.9); 3.458(0.3);3.440(0.4); 3.419(0.7); 3.395(0.9); 3.328(1742.5); 3.284(1.2);3.255(0.4); 2.995 (0.8); 2.675(3.3); 2.671(4.4); 2.667(3.2);2.541(14.1); 2.524(12.6); 2.511(266.7); 2.506(516.9); 2.502(665.9);2.498(479.9); 2.493(233.4); 2.333(3.2); 2.329(4.3); 2.324(3.1);2.290(0.5); 1.875(0.8); 1.856(1.1); 1.840(1.5); 1.821(1.6); 1.800(1.3);1.781(0.4); 1.765(0.3); 1.746(1.2); 1.732(1.5); 1.728(1.4); 1.714(1.8);1.698(1.0); 1.680(0.7); 1.421(12.4); 1.405(12.3); 1.298(0.5);1.259(0.7); 1.235(2.1); 0.726(7.4); 0.708(16.0); 0.689(6.9); 0.008(0.8);0.000(20.1); −0.008(0.7) I-1-456: HPLC-MS: logP = 3.28; mass (m/z):473.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.474(5.2); 8.492(5.7);8.486(6.0); 8.364(4.3); 8.358(4.3); 8.315(1.7); 8.297(1.8); 8.291(1.6);8.276(1.9); 8.269(3.3); 8.263(1.8); 8.248(1.8); 8.242(1.6); 7.630(11.0);6.989(4.7); 6.983(4.7); 4.461(1.0); 4.445(1.4); 4.424(1.4); 4.409(1.0);4.394(0.4); 3.479(0.4); 3.466(0.3); 3.443(0.6); 3.431(0.5); 3.417(0.7);3.408(0.8); 3.388(1.3); 3.328(2368.1); 3.293(1.9); 3.280(1.2);3.253(0.5); 2.676(3.9); 2.671(5.3); 2.666(3.9); 2.662(1.9); 2.541(29.9);2.524(13.6); 2.511(303.8); 2.506(613.8); 2.502(810.3); 2.497(583.1);2.493(277.8); 2.419(0.3); 2.333(3.8); 2.329(5.2); 2.324(3.8);2.290(0.7); 1.868(0.8); 1.849(1.1); 1.833(1.5); 1.812(1.6); 1.793(1.3);1.775(0.4); 1.733(1.2); 1.719(1.5); 1.715(1.5); 1.701(1.9); 1.682(1.1);1.667(0.8); 1.406(12.4); 1.390(12.3); 1.355(0.4); 1.298(0.7);1.259(1.0); 1.235(3.1); 0.854(0.4); 0.721(7.4); 0.702(16.0); 0.684(7.0);0.008(0.6); 0.000(20.3); −10.009(0.6) I-1-457: I-1-457: HPLC-MS: logP =2.13; mass (m/z): 383.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =20.013(0.3); 11.562(12.8); 8.707(9.4); 8.703(10.5); 8.695(10.5);8.691(10.4); 8.489(14.9); 8.483(16.0); 8.364(11.6); 8.358(11.9);8.292(5.0); 8.286(4.6); 8.271(5.3); 8.265(9.4); 8.258(5.0); 8.244(5.1);8.237(4.7); 8.096 (7.5); 8.091(7.9); 8.076(8.5); 8.072(8.3); 7.544(8.5);7.532(8.6); 7.525(8.4); 7.513(8.1); 7.011(14.4); 7.004(14.6);4.137(4.1); 4.109(12.8); 4.080(13.4); 4.052(4.6); 3.473(0.5);3.442(0.7); 3.337(3631.0); 3.211(1.0); 3.147(0.6); 2.995(0.6);2.681(2.5); 2.676(5.2); 2.671(7.2); 2.667(5.2); 2.662(2.5); 2.542(42.8);2.525(22.7); 2.520 (34.8); 2.511(399.6); 2.507(806.5); 2.502(1065.4);2.498(765.9); 2.493(362.6); 2.338(2.4); 2.334(5.0); 2.329 (6.9);2.324(4.9); 2.320(2.3); 2.291(0.4); 1.258(0.3); 1.235(0.7); 1.147(0.7);0.008(2.2); 0.000(64.0); −0.009(1.7) I-1-458: HPLC-MS: logP = 2.53; mass(m/z): 367.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.161(13.3);8.480(14.0); 8.474(14.8); 8.344(11.6); 8.337(11.6); 8.316(0.8);8.280(4.5); 8.274(4.2); 8.259(4.8); 8.253(8.4); 8.247(4.5); 8.232(4.5);8.226(4.1); 7.636(7.0); 7.632(8.1); 7.617(8.2); 7.613(9.0); 7.585(4.2);7.581(3.9); 7.565(7.4); 7.562(6.9); 7.546(5.9); 7.541(5.1); 7.386(7.7);7.364(6.4); 7.362(6.7); 7.345(10.8); 7.343(11.1); 7.326(4.9);7.324(4.9); 7.277(9.6); 7.257(8.4); 7.202(16.0); 7.017(8.1);6.997(14.8); 6.990(14.6); 5.756(1.7); 3.323(236.9); 2.680(0.9);2.675(1.8); 2.671(2.5); 2.666(1.8); 2.662(0.9); 2.524(6.9); 2.519(10.7);2.511(137.6); 2.506(279.5); 2.502(370.1); 2.497(267.1); 2.493(127.5);2.338(0.8); 2.333(1.8); 2.328(2.4); 2.324(1.7); 2.319(0.8); 1.989(1.1);1.298(1.3); 1.259(1.9); 1.235(1.1); 1.193(0.3); 1.175(0.6); 0.146(0.4);0.008 (3.2); 0.000(99.9); −0.009(3.1); −0.150(0.4) I-1-459: HPLC-MS:logP = 2.50; mass (m/z): 351.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.485(11.9); 8.495(15.5); 8.489(16.0); 8.361(11.9); 8.355(11.7);8.296(4.6); 8.290(4.2); 8.275(5.0); 8.269(8.5); 8.263(4.5); 8.248(4.6);8.242(4.1); 7.794(5.5); 7.776(7.5); 7.762(6.3); 7.744(9.7); 7.709(3.3);7.706(3.7); 7.691(8.9); 7.687(7.7); 7.673(12.4); 7.669(10.6);7.654(6.4); 7.635(2.0); 7.493(5.4); 7.354(11.7); 7.215(5.8);7.008(11.8); 7.002(11.5); 3.508(0.5); 3.496(0.3); 3.474(0.5);3.457(0.5); 3.439(0.8); 3.410(1.3); 3.345(1104.0); 3.304(1.9);3.288(1.0); 3.270(0.4); 3.223(0.3); 3.001(1.9); 2.718(1.4); 2.682(1.8);2.677(2.3); 2.673(1.7); 2.610(0.3); 2.607(0.4); 2.548(321.5);2.517(146.6); 2.513(274.7); 2.508(346.5); 2.504(247.4); 2.500(118.6);2.467(0.7); 2.374(1.3); 2.340(1.6); 2.335(2.2); 2.330(1.5); 2.298(0.3);1.250(0.4); 1.240(0.9); 0.006(0.3) I-1-460: HPLC-MS: logP = 1.77; mass(m/z): 352.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.621(14.7);8.811(8.5); 8.808(8.9); 8.799(9.1); 8.796(8.6); 8.490(14.6);8.484(15.3); 8.373(13.0); 8.367(12.9); 8.316(1.7); 8.293(4.4);8.287(4.1); 8.272(4.8); 8.266(8.4); 8.260(4.4); 8.245(4.5); 8.239(4.1);8.193(7.7); 8.174(8.2); 7.703(6.1); 7.691(6.3); 7.683(6.0); 7.671(5.6);7.333(6.4); 7.198(14.3); 7.063(7.0); 7.011(16.0); 7.005(15.8);4.056(0.4); 4.038(1.0); 4.020(1.1); 4.002(0.3); 3.321(311.5);3.175(0.5); 3.161(0.5); 2.675(4.2); 2.671(5.7); 2.666(4.1); 2.662(2.0);2.541(3.4); 2.524(14.6); 2.510(316.6); 2.506(634.8); 2.502(831.9);2.497(594.2); 2.493(281.7); 2.337(1.9); 2.333(4.0); 2.328(5.5);2.324(4.0); 1.989(4.4); 1.235(0.6); 1.193(1.2); 1.175(2.3); 1.157(1.2);0.146(3.1); 0.008(23.1); 0.000(669.5); −0.009(22.8); −0.150(3.1)I-1-461: HPLC-MS: logP = 2.14; mass (m/z): 348.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.368(2.1); 8.583(1.5); 8.579(1.7); 8.571(1.7);8.567(1.7); 8.486(2.5); 8.480(2.7); 8.354(2.2); 8.348(2.2); 8.290(0.7);8.284(0.7); 8.269(0.8); 8.263(1.4); 8.256(0.8); 8.242(0.7); 8.235(0.7);7.980(1.3); 7.976(1.4); 7.961 (1.5); 7.957(1.5); 7.236(1.5); 7.224(1.6);7.217(1.6); 7.205(1.5); 6.996(1.5); 6.991(1.5); 3.328(72.2); 3.175(0.9);3.162(0.9); 2.671(0.4); 2.506(46.3); 2.502(61.4); 2.498(46.5);2.464(16.0); 2.329(0.4); 0.000(1.4) I-1-462: HPLC-MS: log P = 1.69; mass(m/z): 379.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.264(0.7);8.258(0.7); 8.214(0.6); 8.208(0.6); 8.061(0.3); 8.058(0.5); 8.041(0.4);8.038(0.5); 7.767(0.5); 7.749(0.5); 7.745(0.4); 7.726(0.3); 7.722(0.5);7.703(1.2); 7.687(0.6); 7.684(0.6); 7.681(0.6); 7.661(0.5); 7.011(0.7);7.004(0.7); 3.297(5.6); 2.502(16.0); 2.156(1.4); 1.964(0.7); 1.958(1.0);1.952(4.2); 1.946(7.4); 1.940(9.6); 1.934(6.6); 1.927(3.4); 0.000(4.6)I-1-463: HPLC-MS: logP = 2.77; mass (m/z): 385.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.367(13.5); 8.483(14.3); 8.477(15.1); 8.348(12.1);8.342(12.1); 8.317(0.8); 8.285(4.4); 8.279(4.1); 8.264(4.8); 8.258(8.2);8.252(4.4); 8.237(4.5); 8.231(4.0); 7.982(0.3); 7.716(7.2); 7.712(8.2);7.697(8.8); 7.693(9.5); 7.660(3.9); 7.656(3.8); 7.640(8.0); 7.636(7.5);7.620(6.7); 7.616(5.9); 7.520(7.3); 7.501(11.6); 7.485(11.6);7.465(6.1); 7.447(0.4); 6.986(15.1); 6.980(14.9); 5.757(16.0);4.038(0.5); 4.020(0.5); 3.323(175.0); 2.680(1.0); 2.675(2.1);2.671(2.8); 2.667(2.1); 2.662(1.0); 2.524(8.4); 2.511(154.2);2.506(305.6); 2.502(399.3); 2.497(287.5); 2.493(137.6); 2.338(0.9);2.333(1.9); 2.329(2.6); 2.324(1.9); 2.320(0.9); 1.989(2.0); 1.352(0.3);1.336 (2.5); 1.298(0.8); 1.259(1.2); 1.250(3.1); 1.235(1.0); 1.193(0.6);1.175(1.1); 1.157(0.6); 1.148(0.3); 1.141(0.3); 1.124(0.6); 1.001(0.6);0.146(1.0); 0.008(8.1); 0.000(221.7); −0.009(7.2); −0.150(0.9) I-1-464:HPLC-MS: logP = 2.53; mass (m/z): 386.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.554(10.5); 8.494(11.0); 8.487(16.0); 8.482(7.5);8.474(6.9); 8.470(6.7); 8.380(9.3); 8.374(9.1); 8.297(3.3); 8.291(3.0);8.276(3.5); 8.270(6.0); 8.263(3.2); 8.248(3.4); 8.242(3.3); 8.234(6.8);8.229(6.7); 8.215(7.3); 8.210(6.7); 7.560(6.9); 7.547(6.8); 7.541(6.7);7.528(6.4); 7.007(12.3); 7.001(12.0); 3.381(0.5); 3.365(1.3);3.338(403.0); 3.306(0.6); 3.299(0.4); 2.687(0.4); 2.682(0.8);2.678(1.1); 2.673(0.8); 2.669(0.4); 2.548(28.7); 2.531(3.5); 2.526(5.7);2.518(63.8); 2.513(126.2); 2.509(164.6); 2.504(117.3); 2.499(55.3);2.344(0.4); 2.340(0.8); 2.335(1.1); 2.331(0.7); 2.326(0.4); 1.240(0.5)I-1-465: HPLC-MS: log P = 2.44; mass (m/z): 387.0 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 8.840(3.8); 8.829(4.9); 8.791(0.6); 8.282(9.8);8.276(11.9); 8.270(10.6); 8.258(7.4); 8.212(1.0); 8.206(1.0);8.181(0.3); 8.061(0.8); 8.054(0.7); 7.846(5.7); 7.828(8.0); 7.807(1.8);7.786(1.3); 7.776(2.1); 7.757(6.9); 7.740(16.0); 7.718(10.1);7.697(12.4); 7.677(6.4); 7.671(5.2); 7.648(2.1); 7.622(1.4); 7.603(1.3);7.584(0.6); 7.570(1.3); 7.550(0.9); 7.520(0.7); 7.502(0.7); 7.493(0.4);7.482(0.4); 7.476(0.3); 7.462(0.3); 7.455(0.5); 7.019(1.1); 7.012(1.0);6.248(0.4); 6.235(0.3); 6.219(0.5); 6.206(0.3); 6.161(0.4); 6.152(0.4);5.869(0.3); 5.459(0.3); 5.448(0.3); 4.193(0.3); 2.619(0.4); 2.569(0.5);2.466(0.9); 2.352(1.3); 2.315(2.0); 2.309(1.8); 2.270(1.7); 2.241(1.7);2.179(1.5); 2.132(1.3); 2.126(1.2); 2.119(1.7); 2.113(2.3); 2.107(2.7);2.101(2.1); 2.095(1.4); 2.086(0.9); 1.964(52.9); 1.958(32.2);1.952(140.9); 1.946(247.6); 1.940(322.7); 1.933(221.8); 1.927(114.2);1.915(3.4); 1.900(1.8); 1.843(0.8); 1.792(0.7); 1.786(0.6); 1.780(1.2);1.774(1.8); 1.768(2.3); 1.762(1.6); 1.756(1.0); 1.730(0.4); 1.718(0.4);1.705(0.4); 1.340(0.5); 1.295(0.4); 1.270(1.3); 1.130(0.6); 1.064(0.4);0.888(0.4); 0.881(0.4); 0.871(0.4); 0.866(0.4); 0.856(0.4); 0.146(0.8);0.008(6.8); 0.000(188.6); −0.009(6.5); −0.150(0.9) I-1-466: HPLC-MS: logP = 3.18; mass (m/z): 385.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =10.724(1.0); 8.330(0.4); 8.325(0.4); 8.301(4.7); 8.295(4.8); 8.270(3.7);8.263(3.7); 8.209(0.4); 8.204(0.4); 7.754(2.6); 7.734(3.3); 7.726(1.8);7.719(1.7); 7.705(1.9); 7.699(3.6); 7.693(2.9); 7.678(3.7); 7.675(3.5);7.658 (2.2); 7.610(6.0); 7.604(6.9); 7.586(2.6); 7.567(1.1); 7.551(3.3);7.532(2.4); 7.484(0.4); 7.445(0.3); 5.450(0.5); 5.444(0.4); 3.831(0.5);2.470(0.4); 2.465(0.5); 2.460(0.4); 2.266(0.6); 2.248(1.0);2.171(287.5); 2.120(2.6); 2.114(2.6); 2.107(2.7); 2.101(2.0);2.095(1.4); 2.044(0.5); 2.029(0.5); 2.008(0.4); 1.972(2.2); 1.964(12.7);1.958(17.6); 1.952(99.2); 1.946(180.5); 1.940(244.9); 1.934(168.5);1.928(86.7); 1.781(0.7); 1.775(1.1); 1.769 (1.5); 1.762(1.1);1.756(0.6); 1.477(6.4); 1.437(1.6); 1.386(1.3); 1.376(0.8); 1.371(1.2);1.363(0.5); 1.340(3.3); 1.326(0.5); 1.285(5.1); 1.269(16.0); 1.222(0.4);1.216(0.7); 1.210(0.4); 1.204(0.5); 0.898(0.5); 0.882(1.3); 0.864(0.7);0.837(0.3); 0.146(1.2); 0.008(12.1); 0.000(291.0); −0.009(12.1);−0.025(0.5); −0.150(1.2) I-1-467: HPLC-MS: logP = 2.96; mass (m/z):383.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.496(3.5); 8.412(4.6);8.407(4.7); 8.395(3.7); 8.317(0.3); 8.295(1.0); 8.273(1.9); 8.252(1.2);8.219(1.4); 8.213(1.4); 8.192(2.4); 8.171(1.4); 8.165(1.3); 8.143(4.5);8.137(4.3); 7.914(2.2); 7.894(2.7); 7.853(1.1); 7.835(2.4); 7.817(1.8);7.755(2.0); 7.736(4.7); 7.716(6.0); 7.698(2.4); 7.567(4.5); 7.558(5.3);7.549(4.2); 7.388(2.5); 7.382(2.5); 7.368(2.2); 7.135(3.6); 7.130(3.5);5.968(4.5); 5.963(4.4); 5.758(1.8); 3.444(21.8); 3.324(332.6);3.196(16.0); 2.680(0.9); 2.676(1.9); 2.671(2.7); 2.666(1.9); 2.662(0.9);2.524(8.1); 2.520(12.6); 2.511(150.8); 2.507(302.6); 2.502(396.3);2.497(279.2); 2.493(129.4); 2.338(0.9); 2.333(1.9); 2.329(2.6);2.324(1.9); 2.3 20(0.9); 1.351(0.4); 1.258(0.5); 1.235(1.0); 0.146(0.9);0.008(7.2); 0.000(215.4); −0.009(6.4); −0.150(0.9) I-1-468: HPLC-MS:logP = 3.23; mass (m/z): 397.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =8.501(1.2); 8.415(4.9); 8.410(5.1); 8.383(1.3); 8.317(0.5); 8.291(0.4);8.270(0.7); 8.244(0.5); 8.219(1.5); 8.213(1.5); 8.192(2.8); 8.171(2.1);8.166(2.1); 8.151(5.2); 8.145(5.4); 8.078(1.5); 8.073(1.7); 7.895(1.2);7.870(1.9); 7.864(2.0); 7.832(1.1); 7.819(1.2); 7.794(0.5); 7.767(1.3);7.741(2.9); 7.717(4.5); 7.702(3.4); 7.696(3.2); 7.554(2.4); 7.535(6.5);7.527(6.4); 7.518(5.1); 7.343(3.4); 7.335(3.5); 7.322(2.6); 7.047(1.3);6.933(0.6); 6.060(5.2); 6.054(5.4); 5.757(0.7); 5.722(1.6); 5.717(1.7);4.206(0.6); 4.189(0.6); 4.128(0.8); 4.111(2.0); 4.094(2.1); 4.077(0.7);3.937(3.2); 3.833(0.7); 3.480(0.5); 3.322(131.8); 2.675(2.4);2.671(3.2); 2.667(2.5); 2.506(379.2); 2.502(482.3); 2.497(374.3);2.333(2.4); 2.328(3.2); 2.324(2.5); 1.352(0.7); 1.336(1.2); 1.319(0.7);1.260(2.2); 1.243(4.7); 1.227(9.5); 1.210(16.0); 1.192(7.9); 1.122(3.3);1.107(2.6); 0.146(1.3); 0.000(278.2); −0.150(1.4) I-1-469: HPLC-MS: logP = 3.38; mass (m/z): 409.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =8.277(1.0); 8.270(0.8); 8.244(0.8); 8.201(3.6); 8.196(3.5); 8.041(0.5);8.025(0.5); 8.012(0.4); 7.965(2.0); 7.959(2.2); 7.948(3.9); 7.942(3.8);7.830(1.1); 7.824(1.3); 7.821(1.2); 7.815(1.3); 7.809(1.2); 7.761(0.7);7.752(0.4); 7.740(1.1); 7.733(1.3); 7.728(1.5); 7.719(2.2); 7.704(3.6);7.698(4.3); 7.691(4.5); 7.685(4.3); 7.669(5.0); 7.652(1.7); 7.646(1.9);7.640(1.6); 7.620(2.3); 7.600(1.6); 7.594(1.3); 7.582(1.0); 7.563(1.0);7.484(5.2); 7.475(5.4); 7.465(5.3); 7.447(1.4); 7.424(0.5); 7.385(1.3);7.379(1.2); 7.371(0.9); 7.359(1.5); 7.353(1.8); 7.342(3.2); 7.328(2.8);7.077(0.8); 7.020(0.4); 7.013(0.5); 6.980(0.4); 6.564(0.9); 6.078(0.3);6.052(0.5); 6.035(0.7); 6.015(4.5); 6.009(4.9); 5.985(2.0); 5.969(2.2);5.956(1.9); 5.943(1.9); 5.928(1.1); 5.913(0.7); 5.900(0.5); 5.885(0.4);5.846(2.2); 5.840(2.1); 5.815(0.6); 5.808(0.5); 5.797(0.4); 5.791(0.4);5.438(0.4); 5.434(0.7); 5.431(0.6); 5.427(0.3); 5.395(0.4); 5.391(0.6);5.387(0.6); 5.328(1.3); 5.312(2.9); 5.296(1.9); 5.285(3.0); 5.282(2.8);5.270(2.5); 5.256(2.3); 5.189(2.7); 5.163(2.7); 5.110(0.3); 5.080(0.7);5.060(0.7); 4.971(0.5); 4.928(0.6); 4.925(0.6); 4.825(0.7); 4.821(1.1);4.818(0.7); 4.810(0.7); 4.807(1.1); 4.803(0.7); 4.667(0.7); 4.639(0.4);4.576(7.4); 4.478(0.5); 4.470(0.4); 4.465(0.5); 4.118(0.4); 4.086(2.4);4.068(6.5); 4.050(6.4); 4.032(2.2); 3.549(1.3); 3.095(0.4); 3.077(0.4);3.032(0.3); 2.135(12.8); 2.119(0.5); 2.113(0.5); 2.107(0.6); 2.101(0.5);1.971(27.7); 1.964(6.0); 1.958(8.6); 1.952(36.2); 1.946(63.4);1.939(82.4); 1.933(56.7); 1.927(29.4); 1.864(0.3); 1.808(0.3);1.780(0.4); 1.774(0.6); 1.768(0.7); 1.762(0.5); 1.756(0.4); 1.614(0.3);1.558(0.3); 1.542(0.4); 1.525(0.4); 1.372(1.2); 1.360(0.5); 1.353(0.6);1.342(0.6); 1.269(10.2); 1.221(8.4); 1.214(1.4); 1.203(16.0);1.198(9.7); 1.191(3.1); 1.186(8.7); 1.178(2.3); 1.173(4.3); 1.155(2.3);1.139(0.6); 1.110(0.6); 1.092(1.0); 1.076(0.9); 1.043 (0.4); 1.038(0.4);1.033(0.4); 1.025(2.1); 1.015(0.4); 1.007(3.9); 0.998(0.5); 0.989(2.0);0.980(0.4); 0.969(0.3); 0.950(0.4); 0.933(0.4); 0.925(0.4); 0.897(1.2);0.888(2.1); 0.881(2.6); 0.876(2.0); 0.863(1.9); 0.858(2.2); 0.840(1.4);0.080(0.4); 0.000(4.7) I-1-470: HPLC-MS: logP = 3.05; mass (m/z): 407.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.511(1.5); 8.419(13.8);8.416(13.8); 8.316(1.7); 8.302(0.8); 8.275(1.1); 8.219(4.4); 8.193(8.3);8.177(15.0); 8.173(16.0); 7.909(1.3); 7.855(1.3); 7.817(0.8);7.731(8.6); 7.722(7.8); 7.663(0.4); 7.562(13.5); 7.551(14.5);7.541(12.5); 7.351(6.8); 7.343(7.4); 7.061(1.5); 6.144(13.0);6.139(12.7); 4.734(15.4); 4.647(0.5); 4.565(0.8); 4.342(0.7);3.323(299.4); 3.238(13.2); 2.676(3.4); 2.671(4.6); 2.667(3.3);2.524(13.3); 2.511(282.2); 2.507(556.0); 2.502(720.8); 2.497(515.7);2.493(245.9); 2.333(3.5); 2.329(4.7); 2.324(3.4); 0.008(1.8);0.000(48.9); −0.009(1.6) I-1-471: HPLC-MS: logP = 3.62; mass (m/z):423.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.502(1.6); 8.415(15.1);8.409(15.3); 8.316(1.7); 8.267(1.1); 8.240(1.0); 8.219(4.6); 8.213(4.4);8.192(8.1); 8.171(4.6); 8.166(4.3); 8.145(15.2); 8.138(14.8);7.882(1.2); 7.828(1.2); 7.812(1.1); 7.730(8.5); 7.718(9.0); 7.708(8.0);7.540(14.5); 7.529(16.0); 7.518(14.1); 7.327(7.5); 7.318(7.8);7.307(6.4); 7.021(1.6); 6.047(15.5); 6.041(15.2); 5.756(3.7);3.819(6.9); 3.710(0.5); 3.670(0.7); 3.651(0.8); 3.635(0.8); 3.604(0.4);3.474(0.8); 3.322(187.3); 2.676(2.5); 2.671(3.5); 2.667(2.5);2.662(1.2); 2.541(1.9); 2.525(10.1); 2.511(209.5); 2.507(422.5);2.502(555.8); 2.498(398.2); 2.493(190.6); 2.437(0.5); 2.431(0.5);2.408(0.4); 2.338(1.3); 2.333(2.6); 2.329(3.5); 2.324(2.6); 2.239(0.6);1.235(1.2); 1.149(3.6); 1.131(5.3); 1.120(4.0); 1.113(4.0); 1.101(2.3);1.081(0.9); 1.041(0.9); 0.463(14.4); 0.444(13.7); 0.396(0.8);0.334(2.2); 0.323(2.2); 0.284(15.7); 0.274(14.9); 0.146(0.4);0.025(2.3); 0.008(3.3); 0.000(65.5); −0.009(2.7) I-1-472: HPLC-MS: logP= 2.80; mass (m/z): 408.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =8.441(8.2); 8.316(0.9); 8.250(3.0); 8.226(5.1); 8.204(9.4); 7.953(0.4);7.779(5.0); 7.616(9.0); 7.470(4.5); 6.043(7.2); 5.757(16.0);5.040(12.9); 4.743(0.5); 3.324(120.7); 2.676(1.1); 2.672(1.5);2.667(1.1); 2.663(0.5); 2.542(1.0); 2.525(4.4); 2.512(89.2);2.507(180.6); 2.503(238.3); 2.498(170.2); 2.494(80.9); 2.338(0.5);2.334(1.1); 2.329(1.5); 2.325(1.1); 2.321(0.6); 2.075(0.6); 0.000(0.9)I-1-473: HPLC-MS: logP = 2.62; mass (m/z): 403.1 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 8.690(4.5); 8.365(11.3); 8.296(11.3); 8.292(11.2);7.846(6.2); 7.827(8.0); 7.748(15.9); 7.715(10.1); 7.695(7.9);7.427(0.6); 7.420(0.7); 7.241(0.6); 7.236(0.5); 7.171(0.5); 7.165(0.4);5.446(2.0); 2.138(44.8); 2.119(0.5); 2.113(0.8); 2.107(1.0); 2.101(0.7);2.094(0.4); 1.964(6.0); 1.958(7.3); 1.952(60.8); 1.946(113.6);1.939(157.6); 1.933(106.8); 1.927(53.7); 1.920(1.3); 1.914(0.5);1.780(0.3); 1.774(0.7); 1.768(0.9); 1.762(0.6); 1.387(0.6); 1.383(0.5);1.372(13.7); 1.340(3.1); 1.285(4.3); 1.276(16.0); 1.270(3.2);1.216(0.5); 0.881(0.5); 0.146(1.2); 0.008(11.2); 0.000(295.9);−0.009(8.7); −0.150(1.2) I-1-474: HPLC-MS: log P = 2.61; mass (m/z):449.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.633(4.3); 8.380(10.0);8.298(9.7); 7.846(5.6); 7.827(7.2); 7.756(12.4); 7.717(8.7); 7.697(7.1);7.426(0.7); 7.420(0.7); 7.241(0.6); 7.235(0.5); 7.171(0.5); 7.165(0.4);5.446(3.4); 2.566(1.0); 2.134(51.7); 2.119(0.6); 2.113(0.8); 2.107(1.1);2.101(0.8); 2.094(0.4); 1.964(7.7); 1.957(10.4); 1.952(65.5);1.946(119.4); 1.939(162.3); 1.933(109.9); 1.927(55.5); 1.914(0.7);1.780(0.4); 1.774(0.7); 1.768(0.9); 1.762(0.6); 1.372(14.1); 1.340(2.7);1.285(3.9); 1.276(16.0); 1.271(3.0); 1.216(0.6); 0.881(0.5); 0.146(1.0);0.023(0.4); 0.021(0.5); 0.020(0.6); 0.018(0.7); 0.008(9.2);0.000(234.8); −0.007(4.0); −0.009(7.0); −0.013(0.6); −0.014(0.6);−0.015(0.5); −0.0156(0.4); −0.0163(0.4); −0.017(0.4); −0.150(1.0)I-1-475: HPLC-MS: log P = 2.63; mass (m/z): 414.0 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 9.306(3.0); 8.987(16.0); 8.985(15.8); 8.381(0.3);8.367(9.2); 8.361(9.3); 7.863(5.2); 7.843(6.9); 7.804(3.5); 7.798(4.2);7.788(11.1); 7.778(13.7); 7.758(4.1); 7.752(3.7); 7.742(3.0);7.741(3.1); 7.734(2.0); 7.728(3.1); 7.721(2.9); 7.713(1.4); 7.708(2.1);7.701(1.0); 5.447(1.8); 2.149(135.3); 2.120(0.5); 2.114(0.6);2.107(0.7); 2.101(0.5); 1.964(5.1); 1.958(6.5); 1.952(41.1);1.946(75.1); 1.940(101.9); 1.934(69.4); 1.928(35.3); 1.915(0.4);1.775(0.4); 1.769(0.6); 1.762(0.4); 1.285(0.3); 1.269(0.4); 0.146(0.5);0.018(0.5); 0.0162(0.6); 0.0155(0.6); 0.013(0.8); 0.008(5.2);0.000(141.2); −0.007(2.8); −0.009(4.6); −0.013(0.5); −0.150(0.5)I-1-476: HPLC-MS: logP = 2.72; mass (m/z): 369.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.504(1.5); 11.462(10.9); 8.583(0.3); 8.521(5.2);8.515(5.0); 8.490(6.7); 8.484(15.8); 8.478(12.6); 8.430(0.8);8.362(10.2); 8.355(10.1); 8.329(2.2); 8.322(2.6); 8.316(4.2);8.308(3.3); 8.301(3.5); 8.295(2.2); 8.286(4.7); 8.280(5.4); 8.265(4.8);8.259(7.2); 8.253(4.3); 8.238(5.3); 8.232(3.6); 8.202(0.9); 8.145(0.5);8.064(0.5); 8.014(0.4); 8.007(0.5); 7.977(0.4); 7.961(0.4); 7.927(0.4);7.910(0.4); 7.807(0.5); 7.773(1.1); 7.769(1.5); 7.760 (7.0); 7.756(7.5);7.749(1.8); 7.740(8.1); 7.736(7.9); 7.680(0.5); 7.630(0.3); 7.561(6.7);7.557(6.5); 7.542(10.5); 7.538(8.9); 7.497(0.6); 7.489(1.3); 7.478(8.8);7.470(2.0); 7.458(11.8); 7.439(5.4); 7.356(0.4); 7.097(0.9); 7.090(1.0);7.027(1.5); 7.015(5.7); 7.008(5.7); 6.997(12.7); 6.990(12.7);6.960(0.4); 6.929(0.5); 6.904(0.9); 6.898(0.7); 6.868(0.4); 6.810(5.3);6.737(0.8); 6.179(0.5); 5.757(3.0); 5.589(0.7); 4.143(0.3); 3.774(0.3);3.621(0.4); 3.593(0.4); 3.539(0.5); 3.529(0.7); 3.511(0.5); 3.411(0.8);3.322(817.4); 3.264(2.0); 3.237(0.7); 3.189 (1.3); 3.114(0.7);3.105(0.7); 3.078(1.1); 3.035(1.0); 2.994(1.1); 2.989(0.9); 2.978(0.8);2.966(1.0); 2.941(1.0); 2.916(2.0); 2.900(2.2); 2.882(1.1); 2.860(1.4);2.843(0.9); 2.825(0.9); 2.749(0.8); 2.726(1.5); 2.709(1.2); 2.675(10.5);2.671(14.0); 2.666(10.5); 2.541(94.9); 2.524(52.2); 2.510(827.8);2.506(1578.9); 2.502(2019.5); 2.497(1471.5); 2.493(729.1); 2.430(16.0);2.368(0.4); 2.333(9.7); 2.328(12.8); 2.324(9.3); 2.288(1.4); 1.234(1.1);1.147(1.3); 1.131(0.3); 0.909(0.4); 0.854(0.3); 0.146(2.0); 0.008(20.4);0.000(500.3); −0.008(20.3); −0.149(2.0) I-1-477: HPLC-MS: logP = 4.47;mass (m/z): 542.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.521(0.5);8.515(0.5); 8.490(0.7); 8.483(0.8); 8.473(7.7); 8.467(8.0); 8.322(8.2);8.315(8.3); 8.301(0.4); 8.295(0.4); 8.283(2.3); 8.277(2.1); 8.262(2.5);8.256(3.8); 8.251(2.3); 8.236(2.2); 8.230(2.0); 7.759(0.5); 7.756(0.5);7.739(1.0); 7.729(6.5); 7.726(14.6); 7.723(14.5); 7.720(6.8);7.710(6.9); 7.707(15.3); 7.703(16.0); 7.635 (0.4); 7.449(0.5);7.431(9.8); 7.411(14.1); 7.392(7.7); 7.015(0.5); 7.008(0.4); 6.810(0.6);6.800(9.3); 6.793(9.2); 5.757(5.1); 3.322(171.4); 2.675(1.9);2.671(2.5); 2.666(1.9); 2.662(0.9); 2.541(10.5); 2.524(8.7);2.510(148.0); 2.506(286.4); 2.502(371.5); 2.497(271.6); 2.493(133.8);2.430(1.6); 2.333(1.8); 2.328(2.5); 2.324(1.8); 0.146(0.4); 0.008(3.3);0.000(85.3); −0.008(3.4); −0.150(0.4) I-1-478: HPLC-MS: logP = 1.88;mass (m/z): 336.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.038(2.5);8.483(2.7); 8.476(2.8); 8.327(2.2); 8.322(2.2); 8.291(0.9); 8.285(0.8);8.270(0.9); 8.264(1.6); 8.258(0.8); 8.243(0.9); 8.237(0.8); 6.927(3.3);6.921(3.2); 5.757(2.1); 3.323(70.8); 2.675(0.7); 2.671(1.0); 2.666(0.8);2.649(16.0); 2.555(18.1); 2.524(2.9); 2.511(49.5); 2.506(97.6);2.502(127.4); 2.497(92.7); 2.493(45.0); 2.333(0.6); 2.328(0.8);2.324(0.6); 0.008(1.1); 0.000(28.5); −0.009(1.0) I-1-479: HPLC-MS: logP= 2.51; mass (m/z): 369.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.604(6.0); 8.484(6.4); 8.478(6.7); 8.367(5.7); 8.360(5.6); 8.285(2.1);8.278(1.9); 8.264(2.2); 8.257(3.8); 8.251(2.0); 8.236(2.1); 8.230(1.9);7.563(6.5); 7.558(8.0); 7.540(16.0); 7.498(8.0); 7.481(5.1); 7.475(3.9);7.466(0.4); 7.458(2.8); 7.001(8.2); 6.994(8.1); 3.405(0.4); 3.377(1.2);3.343(385.4); 3.300(0.6); 3.289(0.4); 2.677 (0.5); 2.672(0.6);2.668(0.4); 2.542(2.7); 2.526(2.0); 2.512(36.4); 2.508(71.9);2.503(94.1); 2.499(67.9); 2.494(32.4); 2.334(0.4); 2.330(0.6);2.325(0.4); 0.000(2.2) I-1-480: HPLC-MS: log P = 2.51; mass (m/z): 329.1(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.331(3.0); 8.249(5.7);8.245(5.7); 8.212(7.3); 8.205(7.2); 7.669(3.7); 7.663(3.7); 7.656(0.4);7.649(3.9); 7.643(6.7); 7.636(3.8); 7.622(3.7); 7.616(3.6); 7.180(4.1);7.160(7.2); 7.141(7.1); 7.085(7.8); 7.078(7.7); 7.053(0.4); 7.035(16.0);7.016(11.7); 5.447(3.3); 2.432(0.7); 2.275(112.3); 2.237(1.8);2.156(117.0); 2.125(0.4); 2.120(0.5); 2.114(1.1); 2.107(0.6);2.101(0.4); 1.964(4.4); 1.958(5.5); 1.952(35.9); 1.946(65.2);1.940(88.4); 1.934(61.0); 1.928(31.0); 1.915(0.3); 1.774(0.4);1.768(0.5); 1.762(0.3); 1.340(0.4); 1.285(0.7); 1.269(1.7); 1.254(0.5);0.146(0.4); 0.008(3.7); 0.000(104.2); −0.009(2.9); −0.150(0.4) I-1-481:HPLC-MS: logP = 2.22; mass (m/z): 343.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 8.293(3.7); 8.287(3.8); 8.072(1.2); 8.066(1.1);8.051(1.3); 8.045(2.2); 8.039(1.2); 8.024(1.4); 8.015(4.8); 8.008(4.4);7.820(2.1); 7.807(0.4); 7.800(3.2); 7.739(1.1); 7.736(1.1); 7.720(2.6);7.702(2.0); 7.699(1.8); 7.674(4.6); 7.615(2.9); 7.611(3.4); 7.598(3.2);7.591(2.5); 7.580(1.3); 5.758(2.0); 5.421(4.4); 5.414(4.4); 3.324(51.5);2.675(0.4); 2.671(0.6); 2.667(0.4); 2.524(2.2); 2.511(31.9);2.507(61.3); 2.502(78.9); 2.497(56.4); 2.493(26.6); 2.333(0.4);2.329(0.5); 2.324(0.3); 1.989(0.5); 1.906(16.0); 1.299(1.8); 1.259(2.5);1.235(0.9); 0.008(1.3); 0.000(30.3); −0.009(0.9) I-1-482: HPLC-MS: logP= 1.77; mass (m/z): 382.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.525(11.7); 8.485(13.0); 8.479(16.0); 8.470(8.4); 8.465(8.0);8.370(10.6); 8.364(10.5); 8.333(0.4); 8.326(0.4); 8.316(3.3);8.288(3.8); 8.282(3.6); 8.267(4.1); 8.261(6.9); 8.254(3.6); 8.239(3.8);8.233(3.3); 8.126(0.3); 8.099(0.3); 8.056(0.4); 8.048(0.4); 8.000(7.7);7.995(7.9); 7.981(8.7); 7.977(8.1); 7.565(8.4); 7.553(8.0); 7.546(7.8);7.534(7.6); 7.000(13.9); 6.994(13.7); 5.825(0.5); 5.819(0.4);5.756(5.9); 5.213(0.5); 3.395(0.3); 3.381(0.4); 3.321(476.1);2.752(0.4); 2.740(0.5); 2.679(3.5); 2.675(6.9); 2.671(9.5); 2.666(7.1);2.644(0.6); 2.524 (30.1); 2.510(548.2); 2.506(1095.4); 2.502(1433.5);2.497(1029.5); 2.492(494.2); 2.337(3.1); 2.333(6.6); 2.328(9.0);2.324(6.5); 0.147(0.4); 0.008(3.2); 0.000(94.4); −0.009(3.3);−0.149(0.4) I-1-483: HPLC-MS: logP = 2.51; mass (m/z): 364.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.327(2.2); 8.481(2.2); 8.475(2.3);8.347(1.9); 8.341(1.9); 8.283(0.7); 8.277(0.7); 8.262(0.8); 8.256(1.4);8.249(0.7); 8.235(0.8); 8.228(0.7); 7.435(2.8); 7.413(3.1); 7.148(2.4);7.141(2.8); 7.065(1.8); 7.057(1.5); 7.043 (1.6); 7.035(1.4); 6.996(2.7);6.989(2.7); 3.805(16.0); 3.329(65.6); 2.542(0.4); 2.525(0.6);2.520(1.0); 2.511(12.0); 2.507(24.3); 2.502(32.1); 2.498(23.0);2.493(10.7); 0.000(5.8) I-1-484: HPLC-MS: logP = 2.38; mass (m/z): 353.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.649(5.5); 8.486(5.6);8.480(5.8); 8.371(5.1); 8.364(5.0); 8.288(1.8); 8.282(1.7); 8.267(1.9);8.261(3.4); 8.255(1.7); 8.240(1.8); 8.234(1.6); 7.558(1.3); 7.542(1.6);7.537(3.1); 7.521(3.2); 7.516(2.3); 7.501(2.2); 7.428 (5.2); 7.408(3.5);7.373(2.4); 7.371(2.3); 7.350(4.0); 7.329(1.9); 7.327(1.8); 6.993(7.0);6.987(6.9); 5.757(16.0); 3.322(50.0); 3.028(0.5); 2.813(0.5);2.675(0.8); 2.671(1.0); 2.666(0.8); 2.524(3.3); 2.511(61.4);2.506(118.6); 2.502(153.3); 2.497(110.0); 2.493(52.7); 2.333(0.8);2.328(1.0); 2.324(0.7); 2.319(0.4); 1.336(0.9); 1.298(0.4); 1.259(0.6);1.249(1.1); 1.235(0.4); 0.146(0.4); 0.008(3.7); 0.000(82.2);−0.009(2.8); −0.150(0.4) I-1-485: HPLC-MS: logP = 1.89; mass (m/z):337.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.635(9.8); 8.786(0.4);8.772(13.7); 8.766(15.8); 8.702(16.0); 8.695(13.3); 8.497(10.5);8.491(10.8); 8.409(9.8); 8.403(9.6); 8.300(3.1); 8.294(2.8); 8.279(3.4);8.273(5.7); 8.266(3.0); 8.252(3.1); 8.245(2.8); 7.016(12.8);7.009(12.5); 3.339(200.7); 2.682(0.5); 2.678(0.7); 2.673(0.5);2.548(34.4); 2.531(2.2); 2.517(41.0); 2.513 (79.5); 2.508(102.4);2.504(73.7); 2.500(35.5); 2.340(0.5); 2.335(0.7); 2.331(0.5) I-1-486:HPLC-MS: logP = 2.68; mass (m/z): 341.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.154(6.6); 8.478(6.9); 8.472(7.1); 8.326(6.0);8.320(6.0); 8.278(2.1); 8.272(2.0); 8.256(2.5); 8.251(3.9); 8.245(2.4);8.229(2.2); 8.224(2.0); 7.406(4.1); 7.387(5.1); 7.375(2.8); 7.356(4.8);7.337(3.0); 7.235(3.5); 7.217 (5.4); 7.198(2.3); 7.022(6.3); 7.016(6.3);6.988(5.4); 6.969(4.9); 4.038(0.5); 4.020(0.5); 3.322(67.7); 2.671(1.1);2.502(177.6); 2.328(1.1); 2.253(0.7); 2.240(1.6); 2.232(2.0);2.220(2.9); 2.207(2.1); 2.199(1.7); 2.186(0.8); 1.989(1.9); 1.397(16.0);1.193(0.5); 1.175(1.0); 1.157(0.5); 0.944(2.1); 0.933(5.9); 0.929(6.5);0.918(4.4); 00.150(0.3) I-1-487: I-1-487: HPLC-MS: logP = 2.69; mass(m/z): 347.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.432(4.2);8.481(4.3); 8.475(4.5); 8.347(3.6); 8.340(3.6); 8.315(0.8); 8.281(1.5);8.275(1.4); 8.261(1.6); 8.254(2.8); 8.248(1.4); 8.233(1.5); 8.227(1.3);7.438(1.1); 7.423(1.3); 7.418(2.0); 7.403(2.0); 7.398(1.5); 7.383 (1.4);7.168(3.3); 7.148(2.9); 7.142(1.8); 7.119(2.7); 7.098(1.4); 7.006(5.6);7.000(5.6); 3.394(0.4); 3.327(714.8); 3.326(732.3); 3.286(0.5);2.680(1.5); 2.675(4.1); 2.671(4.1); 2.666(2.9); 2.661(1.8); 2.656(5.0);2.637(5.1); 2.618(1.8); 2.541(34.6); 2.524(10.1); 2.519(15.4);2.511(203.4); 2.506(415.9); 2.502(549.7); 2.497(392.9); 2.492(185.1);2.454(0.5); 2.419(0.4); 2.338(1.1); 2.333(2.5); 2.328(3.5); 2.324(2.5);2.319(1.2); 2.074(15.6); 1.298(0.6); 1.259(0.9); 1.244(0.5); 1.235(1.3);1.196(7.0); 1.177(16.0); 1.158(6.9); 0.008(2.4); 0.000(81.5);−0.009(2.5) I-1-488: HPLC-MS: logP = 2.69; mass (m/z): 329.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.140(3.2); 8.485(4.5); 8.479(4.6);8.332(3.1); 8.326(3.1); 8.283(1.4); 8.277(1.3); 8.262(1.5); 8.256(2.5);8.250(1.3); 8.235(1.4); 8.229(1.3); 7.455(2.1); 7.435(3.0); 7.414(3.0);7.411(2.5); 7.395(2.3); 7.392(1.9); 7.334 (3.6); 7.317(2.3); 7.295(2.0);7.292(1.7); 7.276(2.9); 7.274(2.6); 7.258(1.2); 7.255(1.1); 7.012(3.0);7.006(3.0); 3.434(0.4); 3.429(0.4); 3.416(0.5); 3.408(0.5);3.349(446.7); 3.298(0.7); 2.786(1.5); 2.767(4.5); 2.749(4.7);2.730(1.6); 2.718(1.2); 2.682(0.6); 2.678(0.8); 2.673(0.6); 2.583(0.4);2.572(0.8); 2.548(246.6); 2.531(2.8); 2.518(49.0); 2.513(94.0);2.509(120.2); 2.504(86.9); 2.500(42.3); 2.374(1.1); 2.340(0.6);2.335(0.8); 2.331(0.6); 1.241(0.4); 1.195(7.3); 1.176(16.0); 1.157(7.1)I-1-489: HPLC-MS: logP = 2.42; mass (m/z): 331.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.212(4.2); 8.765(5.0); 8.759(5.2); 8.591(4.9);8.585(4.5); 8.491(4.3); 8.485(4.5); 8.381(4.1); 8.375(4.0); 8.316(0.4);8.296(1.3); 8.290(1.2); 8.275(1.4); 8.269(2.4); 8.263(1.3); 8.248(1.3);8.242(1.1); 7.025(5.0); 7.018 (4.9); 3.325(444.3); 3.286(0.3);3.104(1.9); 3.085(5.9); 3.067(6.1); 3.048(2.0); 2.675(1.9); 2.671(2.5);2.666(1.9); 2.541(2.1); 2.524(7.6); 2.510(154.0); 2.506(297.2);2.502(383.3); 2.497(279.7); 2.493(137.9); 2.333(1.8); 2.328(2.4);2.324(1.8); 2.074(7.7); 1.298(0.6); 1.284(7.6); 1.265(16.0); 1.247(7.6);1.235(1.2); 0.008(2.5); 0.000(62.0); −0.008(2.2) I-1-490: HPLC-MS: logP= 1.29; mass (m/z): 330.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.352(2.0); 8.589(1.4); 8.584(1.5); 8.577(1.5); 8.572(1.5); 8.484(2.3);8.478(2.5); 8.351(1.9); 8.345(1.9); 8.316(0.7); 8.285(0.7); 8.279(0.7);8.264(0.9); 8.258(1.5); 8.252(1.2); 8.237(0.9); 8.231(0.7); 7.859(1.1);7.855 (1.2); 7.840(1.3); 7.836(1.3); 7.324(1.3); 7.312(1.3); 7.305(1.3);7.292(1.2); 7.017(2.0); 7.011(2.0); 3.327(785.0); 2.909(1.0);2.890(2.9); 2.871(3.0); 2.852(1.0); 2.675(3.0); 2.671(4.2); 2.666(3.1);2.662(1.5); 2.541(11.4); 2.524(12.2); 2.519(19.0); 2.511(236.8);2.506(479.5); 2.502(634.6); 2.497(460.5); 2.492(222.5); 2.419(0.4);2.337(1.4); 2.333(2.9); 2.328(4.1); 2.324(3.0); 2.289(0.5); 2.074(16.0);1.298(0.5); 1.258(0.7); 1.241(4.3); 1.222(8.7); 1.203(3.9); 1.148(0.4);0.146(0.3); 0.008(3.1); 0.000(87.1); −0.009(2.4); −0.150(0.4) I-1-491:HPLC-MS: logP = 2.57; mass (m/z): 387.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.702(10.0); 8.486(9.8); 8.480(10.4); 8.376(9.7);8.369(9.8); 8.285(2.7); 8.279(2.5); 8.264(2.9); 8.258(5.1); 8.251(2.7);8.237(2.7); 8.230(2.5); 7.778(0.8); 7.757(2.6); 7.748(1.5); 7.738(5.3);7.722(8.2); 7.701(16.0); 7.684(4.6); 7.679(3.9); 6.981(12.1);6.974(12.0); 3.518(1.0); 3.343(97.1); 3.002(0.4); 2.716(0.5);2.571(0.3); 2.563(0.7); 2.546(116.6); 2.530(0.6); 2.525(0.9);2.516(12.3); 2.512(25.3); 2.507(34.0); 2.502(25.0); 2.498(12.2);2.372(0.5); 0.000(1.4) I-1-492: HPLC-MS: logP = 2.56; mass (m/z): 443.9(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.544(6.4); 8.486(6.4);8.480(6.7); 8.368(5.7); 8.362(5.6); 8.288(2.0); 8.282(1.8); 8.267(2.1);8.261(3.7); 8.255(1.9); 8.240(2.0); 8.234(1.8); 7.739(4.8); 7.737(4.8);7.720(5.2); 7.718(5.0); 7.379(1.9); 7.377(1.9); 7.356 (4.5); 7.335(3.0);7.333(2.7); 7.285(2.5); 7.270(3.0); 7.265(3.2); 7.250(3.3); 7.244(1.7);7.229(1.5); 6.994(7.9); 6.987(7.8); 3.323(53.2); 2.675(0.7); 2.671(1.0);2.666(0.7); 2.524(3.7); 2.511(59.4); 2.506(113.0); 2.502(143.6);2.497(101.7); 2.493(47.6); 2.337(0.3); 2.333(0.7); 2.328(0.9);2.324(0.6); 1.989(0.9); 1.398(16.0); 1.175(0.5); 0.008(3.0);0.000(72.0); −0.009(2.3) I-1-493: HPLC-MS: logP = 2.31; mass (m/z):319.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.232(10.4);8.483(15.3); 8.477(16.0); 8.354(11.8); 8.347(11.6); 8.286(4.6);8.280(4.3); 8.265(5.0); 8.259(8.7); 8.253(4.5); 8.238(4.6); 8.232(4.2);7.701(3.5); 7.697(4.0); 7.683(6.7); 7.678(7.5); 7.664(4.0); 7.659(4.2);7.603(2.2); 7.598(2.2); 7.589(2.6); 7.585(5.0); 7.582(3.9); 7.580(3.8);7.578(3.4); 7.570(4.2); 7.566(3.9); 7.564(5.2); 7.559(2.9); 7.550(2.9);7.546(2.5); 7.348(5.9); 7.328(13.2); 7.324(7.6); 7.311(12.6);7.309(11.8); 7.303(5.1); 7.301(4.9); 7.293(6.3); 7.290(5.2);7.000(10.8); 6.994(10.6); 3.441(0.5); 3.429(0.5); 3.344(925.4);3.268(0.4); 2.996(1.7); 2.713(1.0); 2.682(0.6); 2.677(1.1); 2.672(1.5);2.668(1.1); 2.663(0.5); 2.576(0.4); 2.543 (275.3); 2.526(4.7);2.521(7.4); 2.512(85.2); 2.508(171.2); 2.503(226.8); 2.499(163.8);2.494(77.8); 2.369(1.0); 2.339(0.5); 2.335(1.1); 2.330(1.5); 2.326(1.1);2.321(0.5); 0.000(2.7) I-1-494: HPLC-MS: logP = 2.53; mass (m/z): 433.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.058(15.7); 8.492(14.4);8.486(15.8); 8.343(13.4); 8.336(13.9); 8.295(4.1); 8.289(4.1);8.274(4.6); 8.268(7.9); 8.263(4.7); 8.247(4.2); 8.241(4.0); 7.807(15.1);7.793(16.0); 7.410(14.0); 7.396(13.2); 6.994(9.7); 6.989(10.0);6.966(0.5); 3.481(0.4); 3.437(0.5); 3.426(0.5); 3.421(0.6);3.336(696.2); 3.284(1.3); 3.259(0.9); 3.218(0.3); 3.002(1.1);2.718(3.7); 2.677(2.7); 2.654(0.7); 2.634(0.7); 2.596(2.0);2.548(688.0); 2.509(383.3); 2.433 (1.2); 2.374(3.7); 2.335(2.5);2.297(0.4); 1.241(1.2); 1.155(0.4) I-1-495: HPLC-MS: logP = 1.79; mass(m/z): 428.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 13.527(0.3);11.480(13.3); 10.125(0.3); 8.493(13.0); 8.487(13.7); 8.429(8.8);8.424(9.5); 8.417(9.7); 8.412(9.2); 8.397(0.5); 8.376(11.6);8.370(11.6); 8.294(4.1); 8.288(3.7); 8.273(4.3); 8.267(7.6); 8.261(3.9);8.246(4.1); 8.240(3.7); 7.839(8.5); 7.834(8.7); 7.820(10.1); 7.815(9.3);7.534(0.5); 7.527(9.9); 7.515(9.3); 7.508(8.8); 7.496(8.7); 7.209(0.9);7.081(1.0); 7.006(16.0); 6.999(15.9); 6.954(0.7); 3.891(0.3);3.876(0.4); 3.802(0.4); 3.743(0.4); 3.739(0.3); 3.691(0.4); 3.681(0.4);3.665(0.5); 3.647(0.5); 3.631(0.4); 3.608(0.4); 3.577(0.4); 3.568(0.5);3.554(0.6); 3.537(0.7); 3.505(0.8); 3.498(0.8); 3.484(0.6); 3.466(1.4);3.458(1.2); 3.443(1.4); 3.430(1.3); 3.414(1.8); 3.395(3.2);3.341(3202.7); 3.309(7.4); 3.295(3.7); 3.276(1.5); 3.258(0.9);3.232(0.8); 3.220(0.8); 3.200(0.5); 3.192(0.6); 3.138(0.3); 3.102(0.3);3.098(0.4); 3.024(0.4); 3.002(0.5); 2.718(1.3); 2.687(2.4); 2.682(5.1);2.678(7.1); 2.673(5.2); 2.669(2.6); 2.639(0.5); 2.605(0.7); 2.599(0.7);2.590(0.8); 2.569(1.8); 2.548(310.4); 2.531(22.0); 2.526(34.8);2.518(413.6); 2.513(826.0); 2.509(1080.9); 2.504(770.7); 2.500(365.0);2.442(0.8); 2.421(0.5); 2.411(0.4); 2.391(0.4); 2.374(1.2); 2.357(0.4);2.344(2.3); 2.340(5.0); 2.335(6.8); 2.331(4.9); 2.326(2.1); 2.297(0.8);2.253(0.4); 1.440(0.5); 1.295(0.4); 1.265(0.5); 1.251(1.2); 1.243(2.5);1.162(0.4); 1.154(0.7); −1.685(0.3); −3.450(0.4) I-1-496: HPLC-MS: logP= 2.55; mass (m/z): 331.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.622(2.6); 8.482(2.9); 8.476(3.0); 8.329(2.2); 8.322(2.2); 8.316(0.5);8.286(1.0); 8.280(0.9); 8.265(1.1); 8.259(1.9); 8.253(1.0); 8.238(1.0);8.232(0.9); 7.773(1.5); 7.769(1.6); 7.754(1.6); 7.750(1.6); 7.557(0.9);7.553 (0.9); 7.539(1.2); 7.536(1.4); 7.532(1.2); 7.518(1.1); 7.514(1.0);7.216(2.2); 7.196(1.9); 7.105(1.3); 7.103(1.3); 7.087(2.3); 7.085(2.2);7.068(1.2); 7.066(1.1); 7.011(2.9); 7.004(2.8); 3.941(16.0); 3.767(0.4);3.324(38.4); 2.671(0.4); 2.525(1.2); 2.520(1.8); 2.511(19.4);2.507(38.7); 2.502(51.0); 2.497(36.7); 2.493(17.5); 2.329(0.3);1.336(0.4); 1.250(0.6); 0.008(1.0); 0.000(28.8); −0.009(0.9) I-1-497:HPLC-MS: logP = 2.35; mass (m/z): 390.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.855(1.7); 8.488(2.9); 8.482(3.1); 8.367(2.5);8.361(2.4); 8.317(0.4); 8.297(0.9); 8.291(0.9); 8.276(1.0); 8.270(1.7);8.264(0.9); 8.249(0.9); 8.243(0.8); 6.934(1.6); 6.928(1.6); 5.757(0.4);3.322(176.6); 2.759(16.0); 2.675(2.2); 2.671(2.9); 2.666(2.1);2.541(6.7); 2.523(11.8); 2.510(170.2); 2.506(326.4); 2.501(421.8);2.497(306.9); 2.493(151.0); 2.333(2.0); 2.328(2.8); 2.324(2.0);0.146(0.4); 0.008(4.1); 0.000(97.2); −0.008(3.7); −0.150(0.5) I-1-498:HPLC-MS: logP = 2.17; mass (m/z): 339.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.506(2.1); 8.466(2.1); 8.465(2.2); 8.459(2.3);8.288(1.9); 8.281(1.9); 8.273(0.9); 8.267(0.8); 8.252(0.9); 8.246(1.5);8.239(0.8); 8.225(0.8); 8.218(0.8); 6.851(2.6); 6.844(2.6); 5.756(0.4);4.289(1.9); 4.281(1.5); 4.278 (2.0); 4.275(1.5); 4.266(2.0);3.324(33.6); 3.045(2.0); 3.037(1.5); 3.033(2.1); 3.030(1.5); 3.022(1.9);2.525(0.5); 2.520(0.8); 2.512(10.8); 2.507(21.7); 2.502(28.8);2.498(20.8); 2.493(9.7); 2.013(16.0); 0.000(8.1) I-1-499: HPLC-MS: logP= 2.36; mass (m/z): 315.2 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.101(2.5); 8.479(3.6); 8.473(3.8); 8.327(2.6); 8.321(2.6); 8.279(1.2);8.273(1.1); 8.258(1.3); 8.252(2.2); 8.246(1.2); 8.231(1.2); 8.225(1.1);7.484(1.8); 7.465(2.0); 7.395(0.8); 7.392(0.8); 7.376(2.1); 7.373(2.1);7.358 (1.8); 7.354(1.6); 7.293(3.0); 7.284(1.9); 7.274(2.1); 7.265(2.4);7.246(0.9); 7.010(2.1); 7.004(2.1); 5.757(6.0); 3.322(23.1); 2.675(0.4);2.671(0.5); 2.666(0.3); 2.524(1.6); 2.510(30.4); 2.506(57.8);2.502(73.8); 2.497(53.5); 2.493(26.1); 2.396(16.0); 2.333(0.4);2.328(0.5); 2.324(0.4); 1.336(0.5); 1.250(0.6); 0.008(1.5); 0.000(36.4);−0.008(1.4) I-1-500: HPLC-MS: logP = 2.06; mass (m/z): 373.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.918(4.5); 8.488(5.1); 8.482(5.3);8.348(4.3); 8.342(4.3); 8.298(1.5); 8.292(1.4); 8.277(1.6); 8.271(2.8);8.264(1.5); 8.250(1.5); 8.244(1.4); 7.271(2.3); 7.137(5.3); 7.002(2.5);6.922(4.9); 6.916(4.8); 4.180(0.7); 3.822 (16.0); 3.540(0.9);3.335(197.1); 2.718(0.5); 2.682(0.8); 2.678(1.1); 2.673(0.7);2.548(117.1); 2.531(3.7); 2.518(65.5); 2.513(129.3); 2.509(168.3);2.504(120.5); 2.500(57.3); 2.374(0.5); 2.340(0.8); 2.336(1.1);2.331(0.8); 1.242(0.5) I-1-501: HPLC-MS: logP = 2.20; mass (m/z): 371.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.704(11.9); 9.091(10.1);9.085(11.9); 9.031(12.3); 9.025(10.1); 8.902(0.4); 8.893(0.3);8.497(12.5); 8.490(13.1); 8.410(11.6); 8.403(11.4); 8.296(3.7);8.290(3.4); 8.275(4.0); 8.269(7.0); 8.263(3.7); 8.248(3.8); 8.242(3.4);6.994(16.0); 6.987(15.8); 3.418(0.4); 3.408(0.5); 3.355(473.6);3.299(0.5); 2.683(0.5); 2.679(0.6); 2.674 (0.4); 2.549(47.3);2.532(2.0); 2.527(3.2); 2.519(37.9); 2.514(75.7); 2.509(98.6);2.505(70.5); 2.500(33.2); 2.341(0.5); 2.336(0.6); 2.332(0.5) I-1-502:HPLC-MS: logP = 2.38; mass (m/z): 370.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.474(10.8); 8.924(6.2); 8.912(6.3); 8.494(11.1);8.488(11.4); 8.383(10.8); 8.376(16.0); 8.356(6.6); 8.294(3.2);8.288(2.9); 8.273(3.5); 8.267(5.9); 8.261(3.1); 8.246(3.1); 8.240(2.9);7.810(4.3); 7.798(4.3); 7.790(4.1); 7.778(3.9); 6.989(13.9);6.982(13.6); 3.390(0.5); 3.346(297.6); 3.316(0.9); 2.719(1.2);2.684(0.4); 2.679(0.6); 2.674(0.5); 2.593(0.3); 2.572(1.0);2.549(274.0); 2.532(2.2); 2.527(3.1); 2.519(36.3); 2.514(71.1);2.510(92.1); 2.505(66.2); 2.501(31.8); 2.376(1.3); 2.341(0.5);2.337(0.6); 2.332(0.4); 1.240(0.4) I-1-503: HPLC-MS: logP = 2.61; mass(m/z): 341.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.972(10.5);8.495(11.6); 8.488(12.1); 8.357(9.8); 8.350(9.7); 8.303(3.4);8.297(3.2); 8.282(3.7); 8.276(6.4); 8.270(3.4); 8.255(3.5); 8.249(3.1);7.929(14.9); 7.916(15.4); 7.217(16.0); 7.204(15.5); 6.944(12.8);6.937(12.6); 3.337(356.3); 3.310(0.8); 2.682(0.8); 2.678(1.0);2.673(0.7); 2.548(34.3); 2.517(66.5); 2.513(126.1); 2.509(160.9);2.504(116.0); 2.500(56.6); 2.340(0.8); 2.335(1.1); 2.331(0.8);1.240(0.4) I-1-504: HPLC-MS: logP = 2.16; mass (m/z): 336.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.380(12.2); 8.628(0.3); 8.614(9.7);8.611(10.0); 8.602(10.1); 8.599(9.9); 8.507(0.4); 8.493(13.2);8.487(13.8); 8.382(12.0); 8.376(12.0); 8.295(3.8); 8.289(3.6);8.274(4.1); 8.268(7.2); 8.261(3.9); 8.246(3.8); 8.240(3.5); 8.105(9.1);8.101(9.3); 8.084(10.0); 8.081(9.6); 7.612(10.1); 7.600(9.7);7.591(9.2); 7.579(9.2); 7.027(0.4); 7.013(16.0); 7.006(16.0);3.375(0.6); 3.370(0.6); 3.353(5.0); 3.339(234.0); 3.310(0.5);2.682(0.5); 2.678(0.7); 2.673(0.5); 2.548(9.3); 2.531(2.7); 2.526(4.2);2.518(40.2); 2.513(79.8); 2.509(105.1); 2.504(76.9); 2.500 (37.7);2.340(0.5); 2.335(0.7); 2.331(0.5); 1.238(0.3) I-1-505: HPLC-MS: logP =1.50; mass (m/z): 331.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.667(2.1); 9.259(2.6); 9.246(2.7); 8.491(2.1); 8.485(2.3); 8.385(1.9);8.378(1.9); 8.316(0.5); 8.295(0.7); 8.289(0.6); 8.274(0.7); 8.268(1.3);8.261(0.7); 8.247(0.7); 8.241(0.7); 7.761(2.7); 7.748(2.7); 7.015(2.7);7.008 (2.7); 3.326(667.3); 3.081(1.0); 3.062(3.0); 3.043(3.1);3.024(1.0); 2.995(0.5); 2.680(1.2); 2.675(2.5); 2.671(3.5); 2.666(2.5);2.661(1.2); 2.541(12.6); 2.524(9.9); 2.519(15.2); 2.511(195.0);2.506(395.4); 2.502(520.7); 2.497(370.7); 2.492(174.1); 2.419(0.3);2.337(1.2); 2.333(2.5); 2.328(3.4); 2.324(2.4); 2.319(1.1); 2.074(16.0);1.308(3.9); 1.298(0.7); 1.289(8.6); 1.271(3.8); 1.258(0.7); 1.244(0.5);1.235(1.1); 1.148(0.3); 0.146(0.4); 0.008(3.0); 0.000(91.5);−0.009(2.5); −0.150(0.3) I-1-506: HPLC-MS: logP = 2.65; mass (m/z):387.1 (M + H)⁺; 1H-NMR(400.0 MHz, DMSO-D₆): δ = 11.525(12.5);8.485(12.6); 8.479(13.1); 8.361(11.1); 8.355(11.0); 8.286(4.1);8.280(3.8); 8.265(4.4); 8.259(7.7); 8.252(4.0); 8.238(4.1); 8.231(3.7);7.931(4.6); 7.918(4.8); 7.909(5.2); 7.896(5.0); 7.681(4.5); 7.674(4.9);7.659(4.7); 7.652(4.7); 7.570(2.5); 7.565(2.2); 7.549(4.7); 7.543(3.9);7.528(2.3); 7.522(1.9); 6.971(16.0); 6.965(15.9); 3.512(2.4);3.492(0.4); 3.478(0.4); 3.424(0.6); 3.411(0.7); 3.397(0.7); 3.388(0.8);3.334(794.3); 2.995(0.4); 2.681(0.6); 2.676(1.3); 2.672(1.7);2.667(1.3); 2.662(0.6); 2.542(38.7); 2.525(4.8); 2.520(7.3);2.512(95.5); 2.507(193.4); 2.502(257.2); 2.498(186.6); 2.493(88.4);2.338(0.6); 2.334(1.2); 2.329(1.7); 2.325(1.2); 2.320(0.5); 2.074(0.7);1.249(0.4); 1.235(0.9); 0.000(4.9) I-1-507: HPLC-MS: logP = 2.69; mass(m/z): 433.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.088(9.2);8.496(9.8); 8.490(10.2); 8.355(7.7); 8.348(7.7); 8.301(3.0); 8.295(2.8);8.280(3.2); 8.274(5.6); 8.268(2.9); 8.253(3.0); 8.247(2.7); 7.808(14.7);7.796(15.3); 7.285(16.0); 7.272(15.2); 6.951(11.2); 6.944(11.1);3.365(0.4); 3.335(236.3); 3.315(0.6); 2.682(0.7); 2.678(0.9);2.673(0.6); 2.548(79.9); 2.531(2.8); 2.526(4.5); 2.518(52.9);2.513(106.2); 2.509(139.2); 2.504(99.2); 2.499(46.7); 2.374(0.3);2.344(0.3); 2.340(0.7); 2.335(0.9); 2.331(0.6); 1.240(0.4) I-1-508:HPLC-MS: logP = 3.02; mass (m/z): 406.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.995(2.5); 8.492(2.5); 8.486(2.8); 8.414(2.4);8.407(2.5); 8.297(0.8); 8.291(0.7); 8.276(0.8); 8.270(1.5); 8.264(0.8);8.249(0.8); 8.243(0.7); 7.021(3.1); 7.014(3.1); 3.857(16.0);3.326(251.2); 2.995(0.5); 2.754(4.0); 2.737(4.3); 2.675(0.6);2.671(0.9); 2.666(0.7); 2.541(47.1); 2.524(2.2); 2.506(97.0);2.502(127.5); 2.497(94.3); 2.493(47.3); 2.333(0.6); 2.328(0.8);2.324(0.6); 2.052(0.4); 2.035(0.8); 2.018(1.0); 2.001(0.8); 1.984(0.4);1.235(0.5); 0.946(14.4); 0.930(14.0); 0.000(4.9) I-1-509: HPLC-MS: logP= 2.72; mass (m/z): 392.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.970(2.8); 8.492(2.5); 8.486(2.7); 8.409(2.3); 8.402(2.4); 8.315(0.3);8.297(0.7); 8.291(0.7); 8.276(0.8); 8.269(1.4); 8.263(0.7); 8.248(0.8);8.242(0.7); 7.016(3.0); 7.010(3.0); 3.855(16.0); 3.520(0.4); 3.503(1.1);3.486(1.5); 3.469(1.2); 3.452(0.5); 3.325(243.8); 2.995(0.4);2.675(0.8); 2.671(1.0); 2.666(0.8); 2.541(46.0); 2.524(2.6);2.510(59.1); 2.506(119.6); 2.502(158.6); 2.497(116.6); 2.493(57.8);2.333(0.7); 2.329(1.0); 2.324(0.8); 1.280(15.5); 1.263(15.3);1.236(0.6); 0.008(0.5); 0.000(15.5); −0.008(0.6) I-1-510: HPLC-MS: logP= 2.38; mass (m/z): 321.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.801(2.4); 8.488(2.6); 8.482(2.7); 8.327(2.0); 8.321(2.0); 8.293(0.9);8.287(0.8); 8.272(0.9); 8.266(1.6); 8.260(0.8); 8.245(0.9); 8.239(0.8);7.682(2.8); 7.669(2.9); 7.025(2.8); 7.013(2.7); 6.940(3.2); 6.933(3.2);3.408 (0.4); 3.350(409.2); 3.303(0.5); 3.298(0.5); 2.718(0.3);2.682(0.4); 2.678(0.6); 2.673(0.4); 2.548(92.8); 2.531 (1.9);2.526(3.1); 2.518(35.8); 2.513(70.6); 2.508(91.3); 2.504(65.3);2.499(30.9); 2.473(16.0); 2.374(0.3); 2.340(0.4); 2.335(0.6); 2.331(0.4)I-1-511: HPLC-MS: logP = 2.61; mass (m/z): 374.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.788(0.9); 8.491(1.9); 8.485(2.0); 8.387(1.7);8.380(1.7); 8.316(0.8); 8.300(0.6); 8.294(0.6); 8.279(0.7); 8.273(1.1);8.267(0.6); 8.251(0.6); 8.246(0.5); 6.961(2.3); 6.955(2.3);3.323(629.4); 2.679(1.7); 2.675(3.5); 2.670(4.8); 2.666(3.5);2.661(1.7); 2.541(3.7); 2.524(14.5); 2.519(22.5); 2.510(272.2);2.506(546.9); 2.501(719.1); 2.497(518.4); 2.492(247.3); 2.418(12.0);2.337(1.5); 2.333(3.3); 2.328(4.6); 2.324(3.3); 2.319(1.5); 2.074(16.0); 1.298(0.7); 1.258(0.9); 1.244(0.4); 1.236(0.7); 1.147(0.5);0.146(0.8); 0.008(6.3); 0.000(196.3); −0.009(6.1); −0.150(0.8) I-1-512:HPLC-MS: logP = 3.11; mass (m/z): 406.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.975(1.1); 8.491(1.0); 8.485(1.1); 8.405(1.0);8.398(1.0); 8.315(0.4); 8.275(0.4); 8.269(0.6); 8.248(0.3); 7.003(1.3);6.997(1.2); 3.830(6.8); 3.353(0.8); 3.325(347.8); 3.294(0.3);2.995(0.5); 2.675(0.9); 2.671(1.2); 2.666(0.8); 2.662(0.4); 2.541(32.0);2.524(3.1); 2.511(71.5); 2.506(139.7); 2.502(179.3); 2.497(127.2);2.493(59.8); 2.337(0.4); 2.333(0.9); 2.328(1.1); 2.324(0.8);1.396(16.0); 1.235(0.8); 0.008(0.6); 0.000(16.6); −0.009(0.6) I-1-513:HPLC-MS: logP = 3.89; mass (m/z): 395.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.415(0.7); 8.488(0.9); 8.482(1.0); 8.363(0.7);8.356(0.7); 8.274(0.3); 8.267(0.6); 6.975(0.5); 6.969(0.5); 3.844(5.8);3.327(91.5); 2.541(0.5); 2.524(0.6); 2.520(0.9); 2.511(14.7);2.506(30.2); 2.502(40.0); 2.497(28.6); 2.493(13.5); 1.355(16.0);0.000(3.5) I-1-514: HPLC-MS: logP = 2.13; mass (m/z): 369.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.655(2.2); 8.491(4.2); 8.485(4.5);8.369(3.2); 8.363(3.3); 8.315(1.1); 8.297(1.4); 8.291(1.2); 8.276(1.4);8.270(2.5); 8.264(1.3); 8.249(1.4); 8.243(1.2); 7.145(1.3); 7.008(3.0);6.978(2.0); 6.973(2.0); 6.871(1.5); 3.993 (0.4); 3.847(16.0);3.388(0.4); 3.374(0.6); 3.326(1334.4); 3.282(1.0); 3.275(0.7);3.246(0.4); 2.995(1.1); 2.675(2.6); 2.671(3.6); 2.666(2.6); 2.541(37.1);2.524(8.4); 2.519(13.0); 2.511(200.2); 2.506(410.1); 2.502(544.2);2.497(389.5); 2.493(184.5); 2.423(0.5); 2.337(1.2); 2.333(2.6);2.328(3.5); 2.324(2.5); 2.319(1.2); 2.289(0.7); 2.262(14.1); 1.298(0.4);1.259(0.6); 1.235(2.0); 0.008(0.6); 0.000(16.9); −0.009(0.5) I-1-515:HPLC-MS: logP = 2.00; mass (m/z): 370.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.699(11.2); 8.987(16.0); 8.974(9.5); 8.972(9.4);8.961(9.0); 8.494(10.4); 8.488(12.7); 8.386(9.4); 8.379(11.4);8.294(3.6); 8.287(3.8); 8.273(4.1); 8.266(7.3); 8.260(4.8); 8.245(4.0);8.239(3.9); 7.892(8.9); 7.879(9.9); 7.000(13.0); 6.993(15.1);3.555(0.3); 3.550(0.3); 3.533(0.4); 3.454(0.9); 3.446(1.0); 3.429(1.3);3.425(1.3); 3.360(1310.0); 3.352(358.2); 3.299(2.3); 3.281(1.3);3.272(0.9); 3.262(0.8); 3.256(0.7); 3.237(0.6); 3.228(0.7); 3.217(0.6);3.207(0.6); 3.198(0.5); 3.002(1.3); 2.719(2.3); 2.688(0.5); 2.683(0.9);2.679(1.4); 2.674(1.2); 2.607(0.3); 2.601(0.4); 2.587(0.9); 2.583(0.9);2.579(0.9); 2.576(1.1); 2.573(1.1); 2.549(641.4); 2.542(88.5);2.539(84.7); 2.528(8.3); 2.519(70.7); 2.514(154.9); 2.510(223.4);2.505(190.9); 2.501(128.5); 2.462(0.8); 2.426 (0.4); 2.418(0.4);2.395(0.3); 2.386(0.3); 2.375(2.4); 2.370(0.7); 2.368(0.7); 2.345(0.6);2.341(1.1); 2.336(1.5); 2.332(1.3); 2.327(0.9); 1.240(0.6) I-1-516:HPLC-MS: logP = 2.98; mass (m/z): 423.0 (M + H)⁺; ¹H-NMR(601.6 MHz,DMSO-D₆): δ = 11.830(14.2); 10.109(0.4); 8.486(13.4); 8.482(13.7);8.418(0.4); 8.405(0.4); 8.391(12.3); 8.387(12.0); 8.314(1.5);8.281(3.9); 8.277(3.8); 8.268(4.3); 8.263(7.5); 8.259(3.8); 8.249(4.0);8.245(3.5); 8.232(0.5); 8.077(2.7); 8.066(3.1); 8.051(2.5); 6.961(16.0);6.956(15.9); 6.200(0.4); 6.143(0.5); 6.138(0.4); 5.755(0.8);3.320(392.5); 2.617(1.9); 2.613(2.6); 2.610(2.1); 2.541(0.5);2.523(4.1); 2.520(4.8); 2.517(4.4); 2.508(135.6); 2.505(302.4);2.502(429.8); 2.499(317.3); 2.496(152.4); 2.448(0.4); 2.389(2.1);2.386(2.7); 2.383(2.0); 1.523(0.4); 1.339(0.4); 1.234(0.4); 0.096(0.5);0.005(2.4); 0.000(97.9); −0.006(4.1); −0.100(0.5); −1.806(0.4) I-1-517:HPLC-MS: logP = 2.53; mass (m/z): 397.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.351(1.9); 8.490(2.7); 8.484(2.8); 8.365(2.1);8.359(2.1); 8.315(1.0); 8.297(0.9); 8.291(0.8); 8.276(1.0); 8.270(1.6);8.263(0.9); 8.249(0.9); 8.242(0.8); 6.979(1.4); 6.974(1.3); 3.871(16.0);3.354(0.7); 3.323(551.5); 2.679(1.0); 2.675(2.1); 2.671(2.9);2.666(2.1); 2.662(0.9); 2.541(5.7); 2.524(6.9); 2.519(10.6);2.510(162.2); 2.506(330.6); 2.501(436.1); 2.497(310.9); 2.492(146.9);2.337(1.0); 2.333(2.0); 2.328(2.9); 2.324(2.1); 2.319(1.0); 2.288(0.4);2.161(14.8); 1.259(0.4); 1.234(0.7); 0.008(1.1); 0.000(36.9);−0.009(1.1) I-1-518: HPLC-MS: logP = 2.61; mass (m/z): 397.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.474(2.1); 8.491(4.4); 8.485(4.6);8.369(3.4); 8.363(3.4); 8.315(1.3); 8.299(1.4); 8.293(1.3); 8.278(1.5);8.271(2.6); 8.265(1.3); 8.251(1.4); 8.244(1.2); 7.661(8.1); 6.987(2.6);6.981(2.6); 4.290(1.7); 4.272(5.3); 4.254 (5.4); 4.235(1.8);3.322(718.9); 3.279(0.6); 2.679(1.4); 2.675(3.0); 2.670(4.2);2.666(3.1); 2.661(1.6); 2.541(15.3); 2.524(18.3); 2.510(235.9);2.506(480.5); 2.501(643.1); 2.497(474.8); 2.492(235.1); 2.337(1.4);2.333(3.0); 2.328(4.2); 2.323(3.1); 2.319(1.5); 2.288(0.6); 1.359(7.2);1.341(16.0); 1.323(7.0); 1.298(0.4); 1.258(0.5); 1.233(1.0); 0.008(1.8);0.000(52.7); −0.009(2.1) I-1-519: HPLC-MS: logP = 2.93; mass (m/z):413.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.387(2.0); 8.490(2.9);8.484(3.1); 8.360(2.3); 8.354(2.3); 8.315(0.5); 8.297(0.9); 8.291(0.9);8.276(1.0); 8.270(1.8); 8.264(0.9); 8.249(1.0); 8.243(0.9); 6.978(1.6);6.973(1.6); 4.223(1.0); 4.205(3.3); 4.187(3.3); 4.169 (1.1); 3.359(0.5);3.325(474.0); 3.295(0.7); 2.675(1.1); 2.671(1.6); 2.666(1.2);2.541(5.2); 2.524(3.6); 2.511(88.2); 2.506(182.2); 2.502(243.4);2.497(178.3); 2.493(87.5); 2.333(1.2); 2.329(1.6); 2.324(1.2);2.173(16.0); 1.338(4.4); 1.320(9.8); 1.302(4.4); 1.235(0.5); 0.008(0.4);0.000(11.8); −0.008(0.4) I-1-520: HPLC-MS: logP = 2.15; mass (m/z):385.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.367(2.6); 8.479(2.4);8.473(2.5); 8.334(2.2); 8.327(2.3); 8.316(0.6); 8.289(0.8); 8.283(0.7);8.268(0.8); 8.262(1.5); 8.255(0.8); 8.241(0.8); 8.234(0.7); 8.119(5.3);6.930(2.5); 6.924(2.4); 3.937(16.0); 3.323(139.8); 2.671(1.4);2.666(1.0); 2.541(0.8); 2.506(166.2); 2.502(211.3); 2.497(153.0);2.328(1.3); 2.324(1.0); 0.146(0.6); 0.008(5.5); 0.000(141.0);−0.009(5.4); −0.150(0.6) I-1-521: HPLC-MS: logP = 2.23; mass (m/z):385.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.435(1.6); 8.491(2.5);8.485(2.7); 8.373(2.0); 8.367(2.1); 8.314(0.8); 8.297(0.7); 8.291(0.7);8.276(0.8); 8.270(1.5); 8.264(0.8); 8.249(0.8); 8.243(0.7); 7.648(4.6);6.982(1.5); 3.937(16.0); 3.330(1166.4); 2.675(2.0); 2.671(2.7);2.667(2.0); 2.541(6.1); 2.524(7.5); 2.511(151.5); 2.506(301.2);2.502(394.8); 2.497(286.7); 2.493(139.0); 2.333(1.9); 2.329(2.6);2.324(1.9); 2.290(0.3); 1.258(0.4); 1.233(0.7); 0.000(8.1) I-1-522:HPLC-MS: logP = 3.19; mass (m/z): 451.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.777(3.2); 8.497(3.4); 8.491(3.6); 8.401(3.0);8.395(3.0); 8.315(1.5); 8.304(1.1); 8.298(1.0); 8.283(1.1); 8.277(1.9);8.271(1.0); 8.256(1.1); 8.250(0.9); 6.998(3.4); 6.991(3.3); 4.022(16.0);3.406(0.4); 3.374(0.7); 3.324(1094.0); 3.281(0.6); 2.680(1.4);2.675(3.0); 2.671(4.1); 2.666(3.0); 2.662(1.4); 2.541(10.2);2.524(10.2); 2.519(16.1); 2.511(233.2); 2.506(473.3); 2.502(624.0);2.497(448.3); 2.493(212.8); 2.338(1.4); 2.333(2.9); 2.328(4.0);2.324(2.9); 2.320(1.4); 2.289(0.6); 1.298(0.4); 1.259(0.6); 1.235(1.4);0.008(1.1); 0.000(36.8); −0.008(1.2) I-1-523: HPLC-MS: logP = 3.18; mass(m/z): 399.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.849(3.1);8.478(3.3); 8.472(3.5); 8.326(2.8); 8.320(2.8); 8.284(1.0); 8.278(0.9);8.263(1.1); 8.256(1.9); 8.250(1.0); 8.235(1.0); 8.229(0.9); 6.950(2.3);6.943(2.3); 5.757(1.6); 3.327(126.0); 2.675(0.6); 2.671(0.9);2.667(0.7); 2.510(54.2); 2.506(108.6); 2.502(143.0); 2.498(104.2);2.493(52.0); 2.400(16.0); 2.333(0.7); 2.329(0.9); 2.324(0.7);2.251(15.4); 2.233(0.6); 1.351(0.3); 1.259(0.4); 1.234(0.7); 0.008(1.3);0.000(31.0); −0.008(1.3) I-1-524: HPLC-MS: logP = 2.30; mass (m/z):384.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.223(11.1);8.483(12.1); 8.477(12.8); 8.339(10.6); 8.332(10.6); 8.316(0.7);8.288(3.6); 8.282(3.3); 8.267(3.9); 8.261(6.8); 8.255(3.8); 8.240(16.0);8.232(14.5); 7.776(14.7); 7.768(14.1); 6.978(7.5); 6.972(7.5);5.757(4.0); 3.328(283.1); 3.304(0.8); 2.676(1.4); 2.671(1.8);2.542(0.9); 2.507(223.5); 2.502(289.7); 2.498(210.9); 2.440(0.3);2.333(1.3); 2.329(1.8); 1.235(6.3); 0.853(0.6); 0.147(0.3); 0.008(2.6);0.000(66.7); −0.008(2.8) I-1-525: HPLC-MS: logP = 2.84; mass (m/z):389.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.735(2.7); 8.495(3.8);8.489(3.8); 8.384(3.0); 8.378(2.9); 8.315(0.6); 8.304(1.1); 8.298(1.0);8.283(1.2); 8.277(2.0); 8.271(1.1); 8.256(1.1); 8.250(1.0); 7.984(1.2);7.840(2.8); 7.696(1.4); 6.970(2.9); 6.964(2.8); 3.388 (0.5);3.328(805.5); 2.675(1.4); 2.671(1.9); 2.666(1.4); 2.541(8.2);2.510(116.4); 2.506(221.4); 2.502(286.3); 2.497(208.7); 2.493(101.9);2.333(1.4); 2.329(1.8); 2.324(1.4); 2.290(0.4); 2.269(16.0); 1.234(0.6);0.000(8.1) I-1-526: HPLC-MS: logP = 2.42; mass (m/z): 353.0 (M + H)⁺;1H-NMR(400.0 MHz, DMSO-D₆): δ = 10.387(3.9); 8.481(3.9); 8.475(4.1);8.338(3.4); 8.331(3.4); 8.316(0.6); 8.291(1.3); 8.285(1.2); 8.270(1.4);8.264(2.5); 8.258(1.3); 8.243(1.3); 8.237(1.2); 8.183(10.3); 6.941(3.9);6.934(3.8); 4.230(1.9); 4.211(6.1); 4.193(6.2); 4.175(2.0);3.323(310.6); 2.680(0.6); 2.675(1.2); 2.671(1.7); 2.666(1.2);2.662(0.6); 2.541(4.0); 2.524 (3.9); 2.519(6.1); 2.511(94.7);2.506(194.4); 2.502(257.6); 2.497(184.0); 2.493(86.8); 2.337(0.6);2.333(1.2); 2.328(1.7); 2.324(1.2); 2.319(0.5); 1.453(7.3); 1.435(16.0);1.417(7.2); 1.234(0.5); 0.008(0.6); 0.000(21.0); −0.009(0.7) I-1-527:HPLC-MS: logP = 2.93; mass (m/z): 367.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.354(2.2); 8.490(2.8); 8.484(3.0); 8.361(2.3);8.355(2.2); 8.297(0.9); 8.290(0.8); 8.276(1.0); 8.270(1.7); 8.263(0.9);8.249(0.9); 8.242(0.8); 6.975(1.4); 6.971(1.4); 4.236(1.0); 4.218(3.3);4.200(3.4); 4.182(1.1); 3.376 (0.4); 3.331(300.3); 2.676(0.4);2.671(0.6); 2.667(0.5); 2.542(2.8); 2.525(1.5); 2.511(35.2);2.507(70.9); 2.502(93.4); 2.498(67.7); 2.493(32.8); 2.334(0.5);2.329(0.6); 2.325(0.5); 2.177(16.0); 1.339(4.3); 1.321(9.7); 1.303(4.3);0.000(1.8) I-1-528: HPLC-MS: logP = 3.11; mass (m/z): 412.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.011(3.1); 8.501(2.9); 8.495(3.0);8.416(2.6); 8.409(2.6); 8.315(0.4); 8.311(0.9); 8.305(0.8); 8.290(0.9);8.284(1.6); 8.278(0.9); 8.263(0.9); 8.257(0.8); 7.007(3.4); 7.001(3.4);4.901(0.4); 4.885(1.1); 4.868(1.6); 4.852 (1.2); 4.835(0.4);3.324(142.5); 2.995(2.2); 2.676(0.5); 2.671(0.7); 2.667(0.5);2.541(90.6); 2.524(1.6); 2.520 (2.4); 2.511(38.9); 2.507(80.6);2.502(107.3); 2.497(77.0); 2.493(36.5); 2.368(0.3); 2.333(0.5);2.329(0.7); 2.324(0.5); 1.478(16.0); 1.462(16.0); 1.235(0.4); 0.000(8.1)I-1-529: HPLC-MS: logP = 2.23; mass (m/z): 339.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.413(1.4); 8.492(2.5); 8.486(2.5); 8.374(1.9);8.368(1.9); 8.300(0.8); 8.294(0.7); 8.279(0.8); 8.273(1.4); 8.267(0.8);8.252(0.8); 8.246(0.7); 7.658(4.7); 6.985(1.2); 6.980(1.1); 3.939(16.0);3.322(85.9); 2.675(0.5); 2.671(0.6); 2.666(0.5); 2.541(2.1); 2.524(1.8);2.511(38.7); 2.506(76.8); 2.502(100.6); 2.497(71.7); 2.492(33.8);2.333(0.5); 2.328(0.6); 2.324(0.5); 0.008(0.3); 0.000(8.8) I-1-530:HPLC-MS: logP = 2.50; mass (m/z): 384.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.918(0.7); 11.103(2.4); 8.500(0.7); 8.490(2.4);8.484(2.5); 8.414(0.6); 8.408(0.6); 8.361(2.0); 8.354(2.0); 8.315(0.8);8.300(0.8); 8.294(0.8); 8.284(0.5); 8.279(1.0); 8.273(1.5); 8.267(0.8);8.252(0.8); 8.246(0.7); 7.001(0.7); 6.995(0.7); 6.948(1.8); 6.941(1.8);5.756(0.8); 4.242(16.0); 4.075(4.0); 3.322(231.2); 2.675(1.4);2.670(2.0); 2.666(1.5); 2.541(3.6); 2.524(8.8); 2.510(108.9);2.506(219.9); 2.501(292.2); 2.497(214.6); 2.493(105.6); 2.333(1.4);2.328(1.9); 2.324(1.4); 1.233(0.5); 0.146(0.7); 0.008(6.7);0.000(170.1); −0.009(6.2); −0.150(0.7) I-1-531: HPLC-MS: logP = 3.42;mass (m/z): 381.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.334(1.3);8.489(2.6); 8.483(2.7); 8.365(2.1); 8.359(2.1); 8.315(0.6); 8.297(0.8);8.291(0.7); 8.276(0.9); 8.270(1.5); 8.263(0.8); 8.249(0.8); 8.242(0.7);6.974(1.3); 3.882(16.0); 3.323(324.1); 2.675(1.4); 2.670(2.0);2.666(1.5); 2.541(4.7); 2.524(7.6); 2.519(7.7); 2.510(108.7);2.506(224.1); 2.501(296.3); 2.497(215.9); 2.493(105.2); 2.337(0.6);2.333(1.4); 2.328(1.9); 2.324(1.4); 1.656(1.3); 1.637(2.4); 1.619(2.4);1.600(1.3); 1.234(0.6); 0.947(3.8); 0.929(7.8); 0.911(3.5); 0.008(0.8);0.000(26.4); −0.009(0.9) I-1-532: HPLC-MS: logP = 3.09; mass (m/z):381.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.274(2.5); 8.479(2.4);8.473(2.5); 8.332(2.1); 8.326(2.1); 8.316(0.6); 8.289(0.8); 8.283(0.7);8.268(0.8); 8.262(1.4); 8.255(0.8); 8.241(0.8); 8.234(0.7); 6.929(2.5);6.923(2.5); 3.897(16.0); 3.324(194.2); 2.715(1.7); 2.696(2.9);2.677(2.5); 2.671(1.6); 2.666(1.1); 2.541(0.8); 2.524(3.6); 2.511(79.5);2.506(158.1); 2.502(205.3); 2.497(146.8); 2.493(70.2); 2.333(1.0);2.328(1.3); 2.324(1.0); 1.617(1.1); 1.598(2.0); 1.580(2.0); 1.561(1.1);0.946(3.6); 0.928(7.4); 0.910(3.2); 0.146(0.6); 0.008(5.3);0.000(136.9); −0.008(4.9); −0.150(0.6) I-1-533: HPLC-MS: logP = 2.85;mass (m/z): 367.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.389(5.3);8.481(5.3); 8.475(5.5); 8.341(4.7); 8.335(4.7); 8.318(0.4); 8.292(1.6);8.286(1.4); 8.271(1.7); 8.265(2.9); 8.259(1.5); 8.244(1.5); 8.238(1.4);8.180(12.1); 6.942(4.7); 6.936(4.7); 5.758(0.4); 4.146(4.1); 4.128(8.1);4.111(4.1); 3.328(43.9); 2.672(0.4); 2.508(47.6); 2.503(61.7);2.499(44.8); 2.330(0.4); 1.905(0.5); 1.887(2.5); 1.869(5.0); 1.851(5.1);1.833(2.6); 1.815(0.6); 0.886(0.3); 0.874(7.8); 0.856(16.0); 0.837(7.2);0.008 (0.6); 0.000(13.7) I-1-534: HPLC-MS: logP = 2.98; mass (m/z):367.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.326(1.9); 8.490(2.5);8.484(2.6); 8.365(1.9); 8.358(1.8); 8.316(0.5); 8.298(0.9); 8.292(0.8);8.277(0.9); 8.271(1.6); 8.264(0.8); 8.250(0.9); 8.243(0.8); 6.975(1.1);6.970(1.1); 3.883(16.0); 3.322(194.5); 2.680(0.4); 2.675(0.9);2.671(1.2); 2.666(0.9); 2.661(0.4); 2.597(1.1); 2.578(3.6); 2.559(3.7);2.541(5.8); 2.524(2.8); 2.519 (4.6); 2.511(69.3); 2.506(141.5);2.502(186.1); 2.497(131.7); 2.492(61.0); 2.338(0.4); 2.333(0.9);2.328(1.2); 2.324(0.9); 2.319(0.4); 1.235(0.5); 1.209(4.4); 1.190(9.6);1.172(4.2); 0.008(0.5); 0.000(17.2); −0.009(0.5) I-1-535: HPLC-MS: logP= 3.19; mass (m/z): 448.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =12.285(3.4); 8.505(3.6); 8.499(3.9); 8.435(3.4); 8.428(3.4); 8.315(1.6);8.309(1.0); 8.294(1.2); 8.288(2.0); 8.282(1.1); 8.267(1.1); 8.261(1.1);7.011(3.1); 7.005(3.1); 4.137(16.0); 3.329(1158.1); 2.995(1.5);2.676(1.7); 2.671(2.3); 2.667(1.6); 2.541(57.7); 2.524(6.6);2.511(130.2); 2.507(257.5); 2.502(336.2); 2.497(239.4); 2.493(112.6);2.333(1.6); 2.329(2.2); 2.324(1.6); 2.290(0.3); 1.298(0.3); 1.259(0.4);1.235(1.4); 0.000(6.8) I-1-536: HPLC-MS: logP = 2.76; mass (m/z): 398.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.250(1.6); 8.505(3.6);8.499(3.9); 8.432(3.3); 8.425(3.4); 8.315(1.9); 8.310(1.1); 8.295(1.1);8.288(2.0); 8.282(1.1); 8.267(1.1); 8.261(1.0); 7.010(2.8); 7.003(2.9);4.124(16.0); 3.381(0.9); 3.329(1809.3); 3.271(0.9); 3.257(0.7);3.216(0.4); 2.676(2.7); 2.671(3.7); 2.667(2.8); 2.541(10.1); 2.524(9.7);2.511(207.6); 2.507(421.9); 2.502(559.4); 2.497(405.9); 2.493(196.3);2.333(2.7); 2.329(3.7); 2.324(2.7); 2.290(0.5); 1.298(0.5); 1.259(0.7);1.235(1.3); 0.000(14.8); −0.008(0.4) I-1-537: HPLC-MS: logP = 2.45; mass(m/z): 349.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.856(7.5);8.494(15.3); 8.488(16.0); 8.384(13.3); 8.383(13.2); 8.378(13.4);8.316(1.1); 8.303(5.2); 8.297(4.7); 8.282(5.5); 8.276(9.6); 8.270(5.0);8.255(5.2); 8.249(4.7); 6.995(8.0); 6.989(7.8); 5.757(3.7); 3.357(0.6);3.322(480.7); 2.680(3.2); 2.675(4.6); 2.671(6.6); 2.666(6.7);2.661(4.2); 2.646(5.5); 2.634(3.4); 2.626(3.2); 2.613(1.7); 2.593(0.5);2.582(0.5); 2.576(0.6); 2.541(2.5); 2.524(16.2); 2.519(25.2);2.511(297.1); 2.506(593.5); 2.502(785.5); 2.497(567.9); 2.492(269.0);2.338(1.8); 2.333(3.8); 2.328(5.2); 2.324(3.7); 2.319(1.7); 1.351(0.6);1.335(1.8); 1.298(1.3); 1.259(2.0); 1.249(2.9); 1.244(2.9); 1.231(8.5);1.224(14.4); 1.218(8.7); 1.210(7.4); 1.203(14.7); 1.196(12.0);1.189(13.2); 1.183(15.0); 1.177(15.0); 1.171(8.9); 1.157(1.9);1.147(1.1); 0.146(0.9); 0.008(7.5); 0.000(225.1); −0.009(7.0);−0.150(0.9) I-1-538: HPLC-MS: logP = 2.03; mass (m/z): 323.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.162(2.5); 8.489(3.1); 8.483(3.3);8.367(2.7); 8.361(2.7); 8.315(0.4); 8.299(1.0); 8.293(0.9); 8.278(1.1);8.272(1.9); 8.266(1.0); 8.251(1.0); 8.245(0.9); 7.620(3.3); 7.609(3.3);6.965(2.7); 6.958(2.7); 3.968(16.0); 3.327(374.8); 3.303(0.7);2.676(0.8); 2.671(1.1); 2.667(0.8); 2.541(2.3); 2.524(3.0); 2.511(61.7);2.507(122.4); 2.502(159.4); 2.498(113.9); 2.493(54.1); 2.333(0.7);2.329(1.0); 2.324(0.7); 2.320(0.3); 0.008(0.4); 0.000(12.8); −0.009(0.4)I-1-539: HPLC-MS: logP = 3.28; mass (m/z): 473.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.439(2.3); 8.491(2.7); 8.485(3.1); 8.363(2.1);8.357(2.3); 8.314(0.8); 8.296(0.8); 8.290(0.8); 8.275(0.9); 8.268(1.6);8.263(0.9); 8.248(0.9); 8.241(0.8); 7.615(6.2); 6.975(1.9); 6.969(1.9);4.085(3.4); 4.066(3.5); 3.420 (0.4); 3.330(1398.6); 3.226(0.4);2.676(2.3); 2.671(3.1); 2.667(2.3); 2.541(11.4); 2.524(7.5);2.511(168.6); 2.507(341.8); 2.502(452.0); 2.498(328.4); 2.494(161.0);2.333(2.1); 2.329(2.9); 2.325(2.1); 2.290(0.4); 2.090(0.4); 2.072(0.8);2.055(1.0); 2.038(0.8); 2.021(0.4); 1.298(0.3); 1.258(0.4); 1.235(1.4);0.815(16.0); 0.799(15.5); 0.000(8.5) I-1-540: HPLC-MS: logP = 2.20; mass(m/z): 431.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.393(1.2);8.493(2.8); 8.486(3.0); 8.372(2.1); 8.365(2.2); 8.315(1.3); 8.297(0.9);8.291(0.8); 8.276(0.9); 8.270(1.6); 8.264(0.9); 8.249(0.9); 8.243(0.8);7.599(5.3); 6.990(1.5); 6.984(1.5); 3.939(16.0); 3.323(791.9);2.675(3.1); 2.671(4.2); 2.666(3.2); 2.541(8.9); 2.524(11.2);2.511(241.7); 2.506(488.2); 2.502(644.7); 2.497(467.3); 2.493(229.9);2.333(3.1); 2.328(4.1); 2.324(3.0); 2.288(0.6); 1.298(0.4); 1.259(0.5);1.233(1.2); 0.008(1.6); 0.000(46.7); −0.009(1.6) I-1-541: HPLC-MS: logP= 2.93; mass (m/z): 459.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.431(3.6); 8.492(4.6); 8.486(4.9); 8.365(3.5); 8.359(3.5); 8.315(0.4);8.297(1.4); 8.291(1.3); 8.276(1.5); 8.270(2.6); 8.264(1.4); 8.249(1.4);8.243(1.3); 7.611(9.7); 6.982(2.8); 6.976(2.8); 4.218(2.9); 4.200(5.7);4.183 (3.0); 3.359(0.4); 3.324(329.0); 2.995(0.3); 2.675(1.0);2.671(1.4); 2.666(1.1); 2.662(0.5); 2.541(11.2); 2.524 (3.3);2.511(79.7); 2.506(163.6); 2.502(218.0); 2.497(159.9); 2.493(78.7);2.337(0.5); 2.333(1.0); 2.328(1.4); 2.324(1.0); 1.785(0.5); 1.767(2.2);1.748(4.3); 1.731(4.4); 1.713(2.3); 1.694(0.5); 1.235(0.8); 0.820(7.5);0.802(16.0); 0.783(7.0); 0.000(10.5); −0.008(0.4) I-1-542: HPLC-MS: logP= 2.22; mass (m/z): 307.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.909(7.2); 8.500(14.3); 8.494(14.6); 8.388(12.3); 8.387(12.9);8.381(12.4); 8.380(12.2); 8.310(4.6); 8.303(4.2); 8.289(5.1);8.282(8.6); 8.276(4.5); 8.261(4.7); 8.255(4.2); 6.963(16.0);6.956(15.7); 5.757(3.1); 5.336(0.4); 5.325(0.6); 5.313(0.3); 3.427(0.3);3.396(0.5); 3.390(0.6); 3.330(776.8); 2.710(0.6); 2.680(0.9);2.676(1.8); 2.671(2.4); 2.667(1.7); 2.662(0.8); 2.547(94.3); 2.524(8.4);2.511(137.0); 2.507(265.0); 2.502(344.8); 2.497(250.9); 2.493(121.2);2.407(0.5); 2.381(0.5); 2.338(0.8); 2.333(1.6); 2.329(2.2); 2.324(1.6);2.320(0.7); 2.027(0.6); 2.009(1.1); 1.989(1.1); 1.973(0.5); 1.454(0.4);1.336(2.3); 1.298(1.0); 1.258(2.2); 1.249(4.7); 1.235 (5.0); 1.187(0.3);1.153(0.3); 1.148(0.4); 0.870(0.5); 0.854(1.6); 0.836(0.6); 0.008(1.1);0.000(27.2); −0.009(1.0) I-1-543: HPLC-MS: logP = 2.00; mass (m/z):306.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.494(2.0); 8.684(4.8);8.496(2.5); 8.490(2.7); 8.357(2.3); 8.351(2.4); 8.305(0.7); 8.299(0.7);8.284(0.8); 8.278(1.4); 8.272(0.8); 8.257(0.8); 8.251(0.7); 6.941(2.6);6.935(2.6); 3.331(62.7); 3.329(60.7); 2.672(0.3); 2.507(42.4);2.503(54.1); 2.498(39.8); 2.329(0.3); 2.281(16.0); 0.000(6.9);−0.008(0.4) I-1-544: HPLC-MS: logP = 1.29; mass (m/z): 306.1 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 9.678(0.5); 8.326(3.3); 8.286(2.0);8.280(2.0); 8.229(1.8); 8.222(1.8); 7.725(0.7); 7.719(0.7); 7.705(0.8);7.699(1.4); 7.692(0.7); 7.678(0.7); 7.672(0.7); 6.996(2.4); 6.989(2.3);3.973(16.0); 2.135(21.1); 2.107(0.4); 1.964(4.1); 1.958(6.2);1.952(26.9); 1.946(46.9); 1.940(60.9); 1.934(41.5); 1.927(21.2);1.768(0.4); 0.008(1.1); 0.000(31.0); −0.009(1.0) I-1-545: HPLC-MS: logP= 1.92; mass (m/z): 337.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.690(6.9); 9.260(15.6); 9.147(16.0); 8.494(6.7); 8.488(7.1);8.403(6.4); 8.397(6.5); 8.316(0.9); 8.299(2.1); 8.292(1.9); 8.278(2.2);8.271(3.9); 8.265(2.1); 8.250(2.1); 8.244(2.0); 6.995(7.9); 6.988(7.9);5.756(1.4); 3.324(317.6); 2.675(1.7); 2.671(2.4); 2.666(1.8);2.565(0.8); 2.541(1.2); 2.524(5.4); 2.506(284.6); 2.502(372.5);2.497(273.9); 2.333(1.8); 2.329(2.4); 2.324(1.8); 1.258(0.4);1.234(0.6); 0.146(0.6); 0.008(5.0); 0.000(142.6); −0.008(5.5);−0.150(0.6) I-1-546: HPLC-MS: logP = 2.15; mass (m/z): 323.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.269(1.9); 8.496(2.2); 8.490(2.3);8.377(1.9); 8.370(1.9); 8.304(0.7); 8.298(0.7); 8.283(0.8); 8.277(1.4);8.271(0.7); 8.256(0.8); 8.250(0.7); 6.996(1.8); 6.990(1.8); 3.403(0.8);3.322(72.1); 3.033(0.8); 2.910(1.1); 2.903(16.0); 2.891(1.0);2.732(0.7); 2.675(0.4); 2.671(0.5); 2.666(0.4); 2.524(1.6); 2.511(31.0);2.506(60.5); 2.502(78.5); 2.497(56.7); 2.493(27.5); 2.333(0.4);2.329(0.5); 2.324(0.4); 0.146(0.4); 0.008(5.3); 0.000(103.4);−0.009(4.1); −0.150(0.5) I-1-547: I-1-547: HPLC-MS: logP = 1.37; mass(m/z): 306.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.237(1.0);8.385(1.0); 8.379(1.0); 8.198(1.5); 8.179(1.5); 8.167(0.7); 8.160(1.2);8.153(1.0); 8.146(0.4); 8.140(0.3); 6.961(1.5); 6.942(1.4); 6.851(1.1);6.844(1.1); 3.313(1.4); 3.157(13.5); 3.096(0.3); 2.725(1.6); 2.485(6.8);2.481(8.5); 2.477(6.4); 1.995(5.6); 0.961(0.5); −0.024(0.9) I-1-548:HPLC-MS: logP = 2.10; mass (m/z): 321.1 (M + H)⁺; ¹H-NMR [DMSO-D₆]1.76-1.82(m, 2H), 1.98(s, 3H), 2.31-2.34(m, 2H), 3.94-3.97(m, 2H),6.88(d, 1H), 8.21-8.26(m, 2H), 8.46(d, 1H), 10.15(s, 1H). I-1-549:HPLC-MS: logP = 2.42; mass (m/z): 411.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.425(0.5); 11.359(11.9); 8.586(0.6); 8.580(0.8);8.567(8.5); 8.563(9.0); 8.555(9.0); 8.551(8.7); 8.364(8.6); 8.360(8.4);8.344(9.2); 8.340(8.5); 8.218(14.5); 8.212(14.1); 7.836(6.8);7.817(8.2); 7.783(2.4); 7.766(6.9); 7.747(6.3); 7.711(5.6); 7.692(16.0);7.673(7.7); 7.477(8.9); 7.465(8.7); 7.457(8.4); 7.445(8.3); 6.949(0.6);6.943(0.7); 6.921(15.7); 6.915(15.3); 3.327(570.7); 3.285(0.4);2.995(0.4); 2.711(0.4); 2.679(0.9); 2.675(1.7); 2.671(2.3); 2.666(1.7);2.662(0.8); 2.541(107.5); 2.524(7.5); 2.510(143.4); 2.506(276.2);2.502(354.1); 2.497(253.6); 2.493(121.1); 2.367(0.5); 2.333(1.7);2.328(2.3); 2.324(1.6); 2.319(0.8); 2.074(2.4); 1.258(0.4); 1.235 (0.8);0.008(1.8); 0.000(44.9); −0.009(1.5) I-1-550: HPLC-MS: logP = 2.34; mass(m/z): 414.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.366(11.2);8.920(6.4); 8.918(6.4); 8.908(6.4); 8.572(8.9); 8.568(9.4); 8.560(9.3);8.556(9.2); 8.369(15.1); 8.365(10.2); 8.349(16.0); 8.345(10.5);8.244(14.2); 8.238(14.1); 7.804(4.4); 7.802(4.5); 7.790(4.5);7.783(4.2); 7.782(4.1); 7.771(4.0); 7.770(3.9); 7.482(9.8); 7.471(9.3);7.462(9.1); 7.451(9.1); 6.929(15.9); 6.922(15.7); 3.453(0.3);3.427(0.4); 3.420(0.5); 3.396(0.8); 3.335(1022.8); 3.297(0.8);2.680(0.7); 2.676(1.5); 2.671(2.0); 2.667(1.5); 2.662(0.7); 2.542(85.1);2.525(6.4); 2.520(9.9); 2.511(117.1); 2.507(234.5); 2.502(307.5);2.498(219.7); 2.493(103.6); 2.338(0.7); 2.334(1.4); 2.329(2.0);2.325(1.4); 2.320(0.6); 2.074(1.3); 1.298(0.3); 1.258(0.5); 1.235(0.8);0.008(0.3); 0.000(10.8); −0.009(0.3) I-1-551: HPLC-MS: logP = 2.13; mass(m/z): 379.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.650(0.4);11.583(10.1); 8.603(0.5); 8.597(0.5); 8.570(9.0); 8.566(9.5);8.559(9.5); 8.555(9.3); 8.368(9.3); 8.364(9.2); 8.348(10.1); 8.344(9.2);8.237(14.4); 8.230(14.2); 7.776(0.4); 7.609(1.5); 7.592(3.4);7.587(2.9); 7.575(2.3); 7.571(6.1); 7.566(2.3); 7.554(3.0); 7.549(3.6);7.533(1.6); 7.484(10.1); 7.473(9.6); 7.464(9.4); 7.453(9.5); 7.250(1.7);7.247(2.0); 7.240(11.0); 7.220(14.6); 7.200(8.9); 7.192(1.6);6.957(0.5); 6.950(0.6); 6.931(16.0); 6.924(15.8); 3.399(0.6);3.379(1.1); 3.334(980.8); 3.279(0.3); 2.712(0.5); 2.680(0.7);2.676(1.4); 2.671(1.9); 2.667(1.4); 2.662(0.6); 2.541(152.4);2.525(6.2); 2.520(9.8); 2.511(109.8); 2.507(218.6); 2.502(285.8);2.498(203.4); 2.493(95.2); 2.367(0.5); 2.338(0.6); 2.333(1.4);2.329(1.8); 2.324(1.3); 2.320(0.6); 2.074(1.8); 1.258(0.4); 1.235(0.6);0.008(0.4); 0.000(11.8); −0.009(0.4) I-1-552: HPLC-MS: logP = 2.31; mass(m/z): 423.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.326(0.5);11.260(12.8); 8.586(0.6); 8.579(0.8); 8.566(8.7); 8.562(9.5);8.555(9.2); 8.551(9.3); 8.362(8.7); 8.359(8.9); 8.342(9.3); 8.339(9.0);8.215(14.7); 8.208(14.7); 7.773(0.4); 7.752(0.4); 7.704(8.3);7.701(8.6); 7.684(9.7); 7.682(9.7); 7.548(5.6); 7.544(6.7); 7.530(9.8);7.525(10.1); 7.489(4.9); 7.486(5.3); 7.476(10.4); 7.471(10.5);7.468(11.0); 7.465(11.2); 7.456(9.5); 7.452(6.2); 7.449(5.7);7.445(9.2); 7.433(0.7); 7.422(6.1); 7.418(6.2); 7.403(7.3); 7.398(7.2);7.384(3.4); 7.379(3.1); 6.969(0.6); 6.962(0.6); 6.940(16.0);6.934(15.9); 3.330(609.4); 2.995(0.9); 2.711(1.4); 2.675(1.3);2.671(1.8); 2.666(1.3); 2.662(0.7); 2.586(0.3); 2.541(354.6);2.524(6.4); 2.511(101.4); 2.506(202.1); 2.502(265.6); 2.497(194.3);2.493(95.7); 2.367(1.4); 2.337(0.6); 2.333 (1.3); 2.328(1.7);2.324(1.3); 2.320(0.6); 2.074(8.2); 1.258(0.4); 1.235(0.9); 0.008(0.8);0.000(23.2); −0.009(0.8) I-1-553: HPLC-MS: logP = 2.23; mass (m/z):379.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.344(0.5);11.278(13.1); 8.588(0.6); 8.581(0.7); 8.567(8.9); 8.563(9.5);8.555(9.3); 8.551(9.3); 8.363(9.0); 8.359(9.0); 8.343(9.7); 8.339(9.1);8.216(15.3); 8.210(15.1); 7.775(0.4); 7.754(0.4); 7.579(6.9);7.575(7.5); 7.561(9.4); 7.556(10.3); 7.550(6.5); 7.533(11.5);7.530(11.9); 7.510(4.9); 7.506(5.3); 7.492(8.8); 7.488(7.7);7.477(10.2); 7.472(5.9); 7.466(10.9); 7.457(9.6); 7.445(15.3);7.430(8.7); 7.427(8.4); 7.412(3.2); 7.409(3.0); 6.972(0.5); 6.965(0.6);6.943(16.0); 6.937(15.7); 3.438(0.3); 3.421(0.4); 3.413(0.5);3.333(1101.5); 3.280(0.4); 2.995(0.9); 2.711(2.1); 2.675(1.8);2.671(2.4); 2.666(1.7); 2.662(0.9); 2.541(484.3); 2.524(8.6);2.511(141.2); 2.506(277.7); 2.502(362.3); 2.497(261.9); 2.493(126.5);2.367(2.1); 2.337(0.8); 2.333(1.7); 2.329(2.3); 2.324(1.7); 2.320(0.8);2.074(2.5); 1.258(0.4); 1.235(0.9); 0.008(0.5); 0.000(14.9); −0.008(0.5)I-1-554: HPLC-MS: logP = 2.42; mass (m/z): 471.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.199(7.6); 8.585(0.3); 8.579(0.4); 8.567(5.4);8.563(5.8); 8.555(5.7); 8.551(5.6); 8.363(5.4); 8.359(5.4); 8.343(5.8);8.339(5.4); 8.215(9.0); 8.208(8.9); 7.923(6.0); 7.903(7.0); 7.501(0.9);7.499(0.9); 7.481(5.6); 7.479 (6.3); 7.475(12.3); 7.465(16.0);7.455(6.9); 7.444(5.5); 7.243(0.4); 7.231(2.9); 7.223(2.8); 7.217(2.8);7.212(3.2); 7.209(3.0); 7.203(2.5); 7.197(2.7); 7.189(2.3); 6.938(9.8);6.932(9.6); 3.328(489.1); 2.680(0.6); 2.675(1.2); 2.671(1.6);2.666(1.2); 2.662(0.6); 2.541(65.9); 2.524(5.0); 2.519(7.7);2.511(94.1); 2.506(189.5); 2.501(249.3); 2.497(178.3); 2.492(84.3);2.337(0.6); 2.333(1.2); 2.328(1.6); 2.324(1.2); 2.319(0.5); 2.074(2.3);1.258(0.3); 1.235(0.6); 0.008(1.1); 0.000(36.1); −0.009(1.1) I-1-555:HPLC-MS: logP = 3.37; mass (m/z): 384.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.405(6.5); 11.339(0.5); 8.234(3.6); 8.227(6.7);8.221(3.6); 8.203(0.6); 8.197(0.6); 7.842(3.9); 7.822(4.9); 7.789(1.4);7.771(3.9); 7.752(5.2); 7.730(4.1); 7.718(3.7); 7.714(3.7); 7.709(3.1);7.697(8.6); 7.678(4.4); 7.616(1.8); 7.612(1.9); 7.596(4.0); 7.579(2.3);7.575(2.1); 7.521(0.4); 7.518(0.4); 7.502(0.5); 7.498(0.4); 7.401(2.5);7.398(2.5); 7.381(4.2); 7.378(4.3); 7.361(1.9); 7.357(1.9); 7.282(0.6);6.963(7.5); 6.957(7.5); 6.927(0.6); 6.921(0.6); 5.757(16.0); 3.813(0.7);3.795(0.7); 3.657(0.8); 3.325(48.1); 2.676(0.4); 2.671(0.6); 2.667(0.5);2.507(68.9); 2.502(87.7); 2.498(64.8); 2.333(0.4); 2.329(0.6);2.324(0.4); 1.336(0.6); 1.259(0.4); 1.250(0.7); 1.234(1.0); 1.216(1.5);1.199(0.7); 0.008(1.7); 0.000(31.2); −0.008(1.5) I-1-556: HPLC-MS: logP= 3.12; mass (m/z): 352.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.624(11.3); 11.560(1.0); 8.315(0.4); 8.252(6.4); 8.245(11.9);8.239(6.8); 8.210(1.2); 8.203(1.1); 7.752(3.3); 7.749(3.4); 7.731(6.9);7.714(4.0); 7.710(3.8); 7.625(3.2); 7.621(3.5); 7.615(2.5); 7.605(7.6);7.601(6.8); 7.594(5.0); 7.588(5.6); 7.584(5.7); 7.577(7.2); 7.560(3.7);7.556(3.9); 7.540(1.7); 7.532(1.0); 7.511(1.0); 7.405(4.5); 7.402(4.4);7.385(7.8); 7.382(7.5); 7.364(3.7); 7.361(3.5); 7.307(0.7); 7.296(0.3);7.286(1.0); 7.265(0.7); 7.245(9.9); 7.224(16.0); 7.204(8.9);6.968(12.9); 6.961(13.0); 6.933(1.2); 6.927(1.1); 5.756(1.5);3.819(0.4); 3.802(1.2); 3.784(1.3); 3.766(0.4); 3.646(1.3);3.323(181.9); 2.671(1.8); 2.667(1.4); 2.506(221.1); 2.502(274.8);2.498(211.3); 2.329(1.8); 2.324(1.4); 1.336(1.1); 1.298(0.6);1.259(0.8); 1.250(1.2); 1.235(0.5); 1.223(1.4); 1.205(2.8); 1.188(1.5);0.146(0.4); 0.000(78.6); −0.150(0.4) I-1-557: HPLC-MS: logP = 3.31; mass(m/z): 394.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.303(15.1);11.241(1.2); 8.316(0.3); 8.232(8.0); 8.226(14.6); 8.219(7.9);8.202(1.6); 8.196(1.4); 7.751(4.3); 7.747(4.6); 7.730(9.0); 7.709(15.2);7.689(12.2); 7.662(0.5); 7.644(0.5); 7.628(0.4); 7.615(4.2); 7.611(4.4);7.594(9.1); 7.578(5.7); 7.574(4.9); 7.551(6.6); 7.547(7.2); 7.532(12.0);7.528(11.9); 7.491(6.3); 7.475(11.5); 7.473(11.6); 7.456(6.1);7.454(6.0); 7.428(7.2); 7.424(7.5); 7.409(9.5); 7.404(12.0); 7.390(4.7);7.382(10.7); 7.379(10.2); 7.361(4.5); 7.358(4.6); 7.304(0.8);7.292(0.4); 7.283(1.2); 7.263(0.6); 6.980(16.0); 6.974(15.8);6.946(1.5); 6.940(1.3); 5.757(1.3); 3.826(0.5); 3.809(1.5); 3.791(1.6);3.774(0.5); 3.654(1.6); 3.324(136.1); 2.671(1.8); 2.506(212.6);2.502(265.7); 2.498(197.4); 2.333(1.2); 2.329(1.6); 1.352(0.7);1.298(0.5); 1.259(0.8); 1.234(3.1); 1.217(3.6); 1.199(1.6); 1.188(0.3);0.146(0.5); 0.000(81.9); −0.150(0.4) I-1-558: HPLC-MS: logP = 2.64; mass(m/z): 395.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.483(14.0);11.419(1.4); 10.742(0.4); 10.678(0.5); 8.489(8.8); 8.484(9.8);8.477(9.5); 8.472(9.4); 8.316(0.5); 8.251(7.6); 8.244(14.3); 8.238(7.4);8.215(1.6); 8.209(1.6); 8.147(0.3); 8.140(0.6); 8.109(0.6); 8.102(0.7);8.002(9.0); 7.998(9.1); 7.984(10.1); 7.979(9.4); 7.751(3.9); 7.747(4.2);7.729(7.8); 7.712(4.6); 7.708(4.7); 7.623(3.9); 7.619(4.1); 7.602(9.1);7.599(6.1); 7.586(5.4); 7.582(5.6); 7.572(10.0); 7.560(9.6); 7.553(9.3);7.541(8.7); 7.529(1.1); 7.525(1.0); 7.508(1.2); 7.505(1.1); 7.480(0.5);7.476(0.5); 7.406(5.3); 7.403(5.3); 7.386(9.1); 7.382(8.9); 7.365(4.4);7.362(4.2); 7.344(0.4); 7.337(0.4); 7.316(0.4); 7.307(1.0); 7.287(1.6);7.271(1.0); 7.267(0.8); 7.250(0.5); 7.186(0.4); 6.983(16.0);6.977(15.8); 6.956(0.5); 6.949(1.7); 6.942(1.5); 6.836(0.5); 6.829(0.5);6.797(0.7); 6.791(0.6); 5.757(13.4); 3.824(0.6); 3.806(1.7); 3.789(1.8);3.777(0.5); 3.771(0.7); 3.759(1.0); 3.742(1.0); 3.651(1.9); 3.628(0.5);3.323(238.3); 3.288(0.4); 2.676(1.8); 2.671(2.4); 2.667(1.8); 2.511(154.4); 2.506(289.1); 2.502(367.7); 2.497(266.1); 2.455(1.1);2.439(0.7); 2.417(0.8); 2.333(1.9); 2.329(2.4); 2.324(1.7); 2.044(3.1);2.038(3.4); 1.989(0.4); 1.351(0.5); 1.336(4.0); 1.298(1.6); 1.259(2.3);1.250(5.0); 1.235(3.2); 1.230(3.0); 1.212(4.2); 1.194(2.8); 1.176(2.5);1.158(1.2); 0.854(0.4); 0.146(0.7); 0.008(6.8); 0.000(140.6);−0.009(5.2); −0.150(0.6) I-1-559: HPLC-MS: logP = 3.30; mass (m/z):350.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.319(14.4);11.258(0.5); 8.316(0.9); 8.234(7.7); 8.227(14.6); 8.221(7.7);8.201(0.7); 7.751(3.9); 7.747(4.3); 7.730(8.1); 7.713(4.5); 7.709(4.6);7.616(4.1); 7.612(4.2); 7.595(9.0); 7.592(6.1); 7.578(12.9);7.564(10.2); 7.559(14.1); 7.538(12.7); 7.535(13.6); 7.516(5.6);7.512(6.0); 7.498(9.8); 7.494(8.6); 7.478(5.2); 7.474(4.4); 7.453(7.6);7.450(7.8); 7.435(9.6); 7.431(9.7); 7.416(3.8); 7.413(3.8); 7.403(5.5);7.399(5.6); 7.382(9.1); 7.379(9.4); 7.362(4.1); 7.358(4.2); 7.304(0.4);7.292(0.4); 7.284(0.5); 6.982(16.0); 6.976(15.8); 6.955(0.4);6.949(0.8); 6.942(0.5); 5.757(2.5); 4.038(0.4); 4.020(0.4); 3.805(0.6);3.788(0.6); 3.651(1.8); 3.321(196.8); 2.890 (1.0); 2.731(0.8);2.675(3.0); 2.671(4.1); 2.666(3.0); 2.662(1.5); 2.524(12.9);2.510(237.3); 2.506(468.1); 2.502(612.8); 2.497(446.5); 2.493(218.2);2.333(2.9); 2.328(4.0); 2.324(2.9); 1.989(1.4); 1.398(0.8); 1.351(1.2);1.298(0.8); 1.259(1.2); 1.231(2.3); 1.213(1.6); 1.196(0.8); 1.175(0.8);1.157(0.5); 0.146(1.5); 0.008(12.2); 0.000(323.3); −0.008(10.9);−0.150(1.5) I-1-560: HPLC-MS: log P = 3.41; mass (m/z): 435.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 9.493(3.5); 8.735(8.9); 8.732(9.0);8.320(8.7); 8.316(8.8); 8.296(11.0); 8.289(11.2); 7.803(5.4);7.784(6.7); 7.726(1.4); 7.716(1.4); 7.707(5.2); 7.693(7.5); 7.690(7.1);7.679(16.0); 7.662(6.3); 7.659(6.0); 7.657(6.0); 7.642(1.7); 7.639(1.7);7.065(11.6); 7.058(11.6); 5.448(2.1); 2.154(32.6); 2.108(0.4);1.972(0.4); 1.965(2.5); 1.959(3.2); 1.953(23.3); 1.947(43.6);1.941(60.9); 1.935(42.8); 1.929(22.5); 1.770(0.4); 1.372(4.3);1.340(0.4); 1.285(0.6); 1.276(4.8); 0.008(0.6); 0.000(17.9); −0.009(0.8)I-1-561: HPLC-MS: log P = 3.30; mass (m/z): 401.0 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 9.455(4.7); 8.734(11.2); 8.732(11.3); 8.321(10.4);8.317(10.4); 8.299(11.4); 8.292(11.5); 7.592(6.4); 7.576(7.4);7.573(7.6); 7.499(1.8); 7.495(3.1); 7.475(16.0); 7.461(9.3); 7.456(8.4);7.441(3.3); 7.436(3.0); 7.426(0.5); 7.414(7.0); 7.408(6.0); 7.395(7.2);7.390(6.7); 7.378(3.6); 7.373(3.3); 7.089(11.0); 7.083(11.0);5.448(1.8); 2.144(27.6); 2.115(0.4); 2.108(0.6); 2.102(0.4); 1.965(3.7);1.959(4.4); 1.953(34.0); 1.947(63.6); 1.941(88.7); 1.935(61.8);1.929(32.2); 1.776(0.4); 1.769(0.5); 1.763(0.3); 1.372(4.6); 1.340(0.4);1.285(0.6); 1.276(5.0); 0.008(0.9); 0.000(27.8); −0.009(1.1) I-1-562:HPLC-MS: logP = 1.98; mass (m/z): 368.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.547(12.6); 8.845(7.5); 8.835(7.5); 8.536(8.5);8.532(8.8); 8.524(8.9); 8.521(8.7); 8.316(0.8); 8.287(15.4);8.281(15.3); 8.221(9.6); 8.217(13.5); 8.201(10.6); 8.197(15.0);7.838(6.3); 7.826(6.3); 7.818(5.9); 7.806(5.5); 7.556(8.8); 7.544(8.5);7.536(8.2); 7.524(8.0); 6.943(16.0); 6.937(15.6); 3.322(94.2);2.675(1.7); 2.671(2.2); 2.667(1.6); 2.506(258.7); 2.502(327.5);2.497(237.6); 2.333(1.6); 2.329(2.1); 2.324(1.5); 2.075(0.5);0.146(0.8); 0.008(7.7); 0.000(166.2); −0.008(6.4); −0.149(0.8) I-1-563:HPLC-MS: mass (m/z): 317.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.546(3.9); 8.526(2.7); 8.522(2.8); 8.515(2.9); 8.511(2.8); 8.214(7.0);8.208(5.0); 8.195(3.0); 8.191(2.8); 7.542(2.8); 7.530(2.7); 7.522(2.6);7.510(2.5); 6.919(4.8); 6.913(4.8); 6.807(4.5); 3.902(1.6); 3.347(1.2);3.328 (152.1); 2.676(0.5); 2.671(0.7); 2.667(0.5); 2.524(22.8);2.511(45.2); 2.507(91.4); 2.502(119.1); 2.498(85.3); 2.493(41.2);2.333(0.5); 2.329(0.7); 2.324(0.5); 2.238(16.0) I-1-564: HPLC-MS: logP =2.12; mass (m/z): 335.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =13.913(0.7); 11.602(10.9); 8.537(7.9); 8.533(7.8); 8.525(8.3);8.521(7.8); 8.316(0.7); 8.283(13.0); 8.277(13.0); 8.222(8.0);8.218(7.7); 8.202(8.6); 8.198(7.8); 7.608(1.5); 7.592(3.5); 7.587(3.3);7.571(6.2); 7.558(9.3); 7.547(9.0); 7.538(8.0); 7.533(2.4); 7.526(7.6);7.239(10.1); 7.219(16.0); 7.199(9.8); 7.178(0.9); 6.945(13.7);6.938(13.6); 5.756(0.7); 3.322(32.0); 2.675(1.7); 2.671(2.2);2.666(1.5); 2.506(269.1); 2.502(337.6); 2.497(244.0); 2.437(0.5);2.333(1.8); 2.329(2.2); 1.337(0.4); 1.299(0.4); 1.259(0.5); 1.250(0.6);1.234(0.4); 1.146(0.3); 0.000(2.0) I-1-565: HPLC-MS: logP = 1.68; mass(m/z): 377.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.458(11.7);8.535(8.6); 8.532(9.0); 8.524(9.0); 8.520(8.8); 8.481(8.0); 8.476(8.6);8.469(8.5); 8.464(8.3); 8.315(2.2); 8.282(15.0); 8.275(14.8);8.220(8.9); 8.216(8.8); 8.200(9.6); 8.196(9.0); 8.002(8.2); 7.997(8.4);7.983(9.3); 7.978(8.7); 7.565(9.0); 7.555(13.2); 7.546(9.9);7.543(10.4); 7.535(16.0); 7.523(8.7); 6.959(15.8); 6.953(15.6);3.321(223.6); 2.675(3.2); 2.671(4.4); 2.666(3.2); 2.662(1.5);2.524(12.4); 2.511(257.8); 2.506(517.6); 2.502(678.7); 2.497(489.0);2.493(234.8); 2.337(1.6); 2.333(3.3); 2.328(4.5); 2.324(3.2);0.146(0.7); 0.008(5.8); 0.000(175.4); −0.008(6.3); −0.150(0.8) I-1-566:HPLC-MS: logP = 2.46; mass (m/z): 431.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.988(9.2); 8.536(8.0); 8.532(8.7); 8.524(8.6);8.520(8.7); 8.316(1.3); 8.251(13.5); 8.244(13.7); 8.222(8.1);8.218(8.3); 8.202(8.9); 8.198(8.6); 7.799(15.0); 7.785(16.0);7.554(9.0); 7.542(8.8); 7.534(8.5); 7.522(8.4); 7.396(10.0); 7.382(9.5);6.939(6.0); 6.934(6.0); 4.038(0.8); 4.020(0.8); 3.321(134.1);2.680(1.5); 2.675(3.2); 2.671(4.4); 2.666(3.3); 2.662(1.6); 2.524(16.2);2.511(257.4); 2.506(514.2); 2.502(678.5); 2.497(492.5); 2.493(241.0);2.337(1.6); 2.333(3.2); 2.328(4.4); 2.324(3.2); 1.989(3.7); 1.236(0.6);1.193(1.0); 1.175(2.0); 1.157 (1.1); 0.000(7.8) I-1-567: HPLC-MS: logP =3.15; mass (m/z): 386.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.570(11.4); 8.542(10.5); 8.535(10.7); 7.837(5.6); 7.819(7.8);7.788(2.0); 7.771(5.7); 7.752(5.3); 7.719(4.9); 7.701(13.8); 7.683(6.6);7.366(16.0); 7.029(11.0); 7.022(11.1); 4.102(0.4); 4.089(0.4);3.326(149.7); 3.176(1.4); 3.163(1.4); 2.699(0.4); 2.692(0.4);2.675(0.7); 2.671(0.9); 2.667(0.7); 2.541(57.3); 2.532(55.5);2.507(97.5); 2.502(130.4); 2.498(101.0); 2.379(0.3); 2.369(0.3);2.333(0.6); 2.329(0.9); 2.325(0.7); 1.233(0.7); 1.178 (0.5); 0.146(0.5);0.008(4.4); 0.000(103.4); −0.150(0.5) I-1-568 see Synthesis Example 36I-1-569 see Synthesis Example 31 I-1-570 see Synthesis Example 40I-1-571 see Synthesis Example 33 I-1-572: HPLC-MS: logP = 2.92; mass(m/z): 372.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.595(3.4);8.578(3.2); 8.572(3.2); 8.322(3.3); 8.302(3.4); 7.839(1.6); 7.820(2.4);7.790(0.6); 7.772(1.7); 7.753(1.7); 7.720(1.5); 7.705(3.7); 7.686(1.8);7.406(3.3); 7.386(3.1); 7.047(3.3); 7.040(3.3); 3.326(4.9); 2.595(16.0); 2.507(13.0); 2.503(16.3); 2.499(11.9); 0.007(0.6); 0.000(11.1);−0.001(10.5); −0.008(0.5) I-1-573 see Synthesis Example 39 I-1-574 seeSynthesis Example 43 I-1-575 see Synthesis Example 25 I-1-576: HPLC-MS:logP = 2.96; mass (m/z): 476.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =9.540(1.7); 8.293(4.0); 8.287(3.9); 7.929(4.7); 7.917(5.4); 7.777(2.3);7.769(4.2); 7.759(7.3); 7.747(2.9); 7.691(0.6); 7.674(1.8); 7.658(3.8);7.654(3.9); 7.648(3.9); 7.636(4.7); 7.623(1.9); 7.050(4.8); 7.043(4.6);5.447(16.0); 2.156(18.3); 1.972(1.1); 1.964(1.0); 1.958(2.3);1.953(9.0); 1.946(15.6); 1.940(19.8); 1.934(13.8); 1.928(7.1);1.203(0.5); 1.172(0.4); 1.006(0.4); 0.000(23.8) I-1-577: HPLC-MS: logP =2.33; mass (m/z): 368.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.571(13.2); 8.482(8.3); 8.478(9.1); 8.470(9.0); 8.465(8.9);8.446(13.0); 8.439(12.8); 8.428(0.5); 8.420(0.3); 8.384(5.7);8.381(9.4); 8.372(6.1); 8.370(9.5); 8.233(8.7); 8.228(8.7); 8.214(9.6);8.210(8.8); 8.030(4.6); 8.027(4.5); 8.010(5.2); 8.006(5.1); 8.001(4.9);7.998(4.8); 7.981(4.9); 7.978(4.8); 7.555(9.0); 7.543(9.0); 7.536(8.9);7.524(10.1); 7.518(6.2); 7.515(5.6); 7.506(8.5); 7.497(4.9); 7.494(4.9);7.486(4.1); 7.012(16.0); 7.006(15.7); 4.118(0.4); 4.104(1.1);4.091(1.2); 4.078(0.4); 3.330(51.8); 3.179(5.5); 3.166(5.4); 2.679(0.4);2.674(0.5); 2.670(0.4); 2.545(0.4); 2.528(1.4); 2.514(30.4);2.510(61.4); 2.505(80.3); 2.501(56.9); 2.496(26.4); 2.337 (0.4);2.332(0.5); 2.327(0.4); 1.232(0.4); 1.160(0.4); 1.142(0.8); 1.125(0.4);1.025(0.4); 1.007(0.8); 0.989(0.4); 0.146(0.5); 0.015(0.4); 0.008(4.2);0.000(114.1); −0.009(3.7); −0.150(0.5) I-1-578: HPLC-MS: logP = 1.57;mass (m/z): 363.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.543(12.3); 8.482(9.1); 8.477(9.8); 8.470(9.8); 8.465(9.5);8.441(12.7); 8.434(12.6); 8.380(5.5); 8.377(9.2); 8.374(5.6);8.368(5.9); 8.365(9.3); 8.316(1.5); 8.027(4.6); 8.023(4.6); 8.006(6.3);8.003(13.9); 7.998(14.0); 7.995(5.9); 7.984(10.6); 7.979(11.7);7.974(5.3); 7.565(10.0); 7.553(9.7); 7.546(9.4); 7.534(9.3); 7.522(5.0);7.514(5.6); 7.511(5.3); 7.502(8.5); 7.493(4.7); 7.490(4.7); 7.482(4.1);7.007(16.0); 7.000(15.9); 5.756(6.5); 3.365(0.4); 3.322(277.4);3.102(0.4); 3.083(0.4); 2.675(3.4); 2.671(4.6); 2.666(3.3); 2.662(1.6);2.524(14.5); 2.511(265.0); 2.506(529.4); 2.502(695.0); 2.497(498.0);2.493(238.6); 2.337(1.6); 2.333(3.3); 2.328(4.5); 2.324(3.2);2.319(1.5); 1.790(1.0); 1.236(0.5); 0.146(0.8); 0.008(7.6);0.000(221.1); −0.009(7.8); −0.150(0.9) I-1-579: HPLC-MS: logP = 1.53;mass (m/z): 318.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 9.529(4.4);8.463(9.7); 8.459(9.8); 8.451(10.4); 8.447(9.6); 8.313(15.0);8.307(15.8); 8.298(12.4); 8.286(11.8); 7.969(9.9); 7.965(9.5);7.950(10.8); 7.946(10.0); 7.750(5.7); 7.748(5.1); 7.729(6.8);7.727(6.6); 7.722(6.4); 7.701(6.3); 7.698(5.6); 7.429(10.0);7.417(10.4); 7.410(10.0); 7.398(9.3); 7.389(5.9); 7.380(7.5);7.378(6.6); 7.369(9.9); 7.360(6.6); 7.357(5.9); 7.349(4.7); 7.049(16.0);7.042(15.8); 5.448(2.6); 2.149(37.6); 2.114(0.4); 2.108(0.4);1.965(2.4); 1.953(23.6); 1.947(43.1); 1.941(59.2); 1.934(41.4);1.928(21.5); 1.769(0.3); 0.000(4.0) I-1-580: HPLC-MS: logP = 2.36; mass(m/z): 369.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 14.226(0.5);11.712(9.7); 8.441(9.1); 8.434(9.2); 8.377(6.5); 8.366(6.6); 8.026(3.2);8.023(3.2); 8.005(3.6); 8.002(3.7); 7.997(3.5); 7.994(3.4); 7.976(3.5);7.973(3.4); 7.772(0.8); 7.753(2.6); 7.744(1.9); 7.734(5.4); 7.719(8.8);7.697(16.0); 7.680(4.8); 7.675(4.5); 7.523(3.1); 7.514(3.9); 7.512(3.8);7.502(5.5); 7.493(3.4); 7.491(3.4); 7.482(2.7); 6.979(10.5);6.972(10.5); 5.757(1.1); 3.324(6.8); 2.672(0.8); 2.507(108.0);2.503(137.3); 2.498(103.0); 2.329(0.9); 0.000(0.8) I-1-581: HPLC-MS:logP = 2.30; mass (m/z): 431.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.070(6.4); 8.405(5.8); 8.399(5.9); 8.377(4.8); 8.368(3.2); 8.365(4.9);8.025(2.5); 8.021(2.5); 8.004(2.8); 8.001(2.7); 7.996(2.6); 7.992(2.5);7.975(2.7); 7.972(2.6); 7.801(9.5); 7.794(0.7); 7.787(10.1); 7.517(2.5);7.509(3.0); 7.506(2.8); 7.497(4.4); 7.488(2.5); 7.485(2.5); 7.477(2.1);7.416(7.3); 7.402(6.9); 7.001(3.8); 6.995(3.8); 5.757(0.6); 4.117(1.2);4.104(3.4); 4.091(3.5); 4.078(1.2); 3.331(12.5); 3.179(16.0);3.166(15.4); 2.527(0.8); 2.514(11.5); 2.509(22.3); 2.505(29.0);2.500(21.1); 2.496(10.3); 0.000(1.6) I-1-582: HPLC-MS: logP = 2.16; mass(m/z): 398.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.989(9.3);8.406(8.9); 8.400(8.9); 8.382(4.2); 8.379(7.0); 8.376(4.3); 8.370(4.4);8.367(7.1); 8.365(4.1); 8.031(3.4); 8.028(3.4); 8.011(3.8); 8.007(3.8);8.003(3.6); 7.999(3.5); 7.982(3.7); 7.979(3.6); 7.938(14.8);7.934(14.8); 7.523(3.8); 7.514(4.3); 7.511(4.0); 7.502(6.5); 7.493(3.5);7.490(3.6); 7.482(3.1); 6.953(11.7); 6.946 (11.6); 6.921(16.0);6.917(15.5); 5.761(3.4); 3.339(7.6); 2.531(0.5); 2.518(9.6);2.513(19.2); 2.509(25.2); 2.504(18.1); 2.500(8.6); 0.000(5.2) I-1-583see Synthesis Example 42 I-1-584 see Synthesis Example 30 I-1-585 seeSynthesis Example 37 I-1-586 see Synthesis Example 38 I-1-587: HPLC-MS:logP = 2.91; mass (m/z): 444.8 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.489(2.0); 8.471(1.9); 8.467(2.0); 8.411(1.8); 8.404(1.7); 8.372(1.2);8.367(1.1); 8.345(1.2); 8.340(1.1); 7.836(1.0); 7.817(1.4); 7.785(0.4);7.767(1.1); 7.748(1.0); 7.715(0.9); 7.697(2.5); 7.679(1.2); 7.009(2.1);7.003 (2.1); 5.757(16.0); 3.330(1.8); 2.509(5.8); 2.505(7.3);2.500(5.3); 1.397(0.9); 0.000(3.0) I-1-588: HPLC-MS: logP = 2.60; mass(m/z): 448.8 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.712(6.0);8.477(6.3); 8.472(7.1); 8.432(5.7); 8.425(5.7); 8.383(4.4); 8.378(3.9);8.356(4.3); 8.350(4.0); 7.612(0.8); 7.596(1.7); 7.591(1.5); 7.579(1.2);7.574(3.2); 7.570(1.2); 7.558(1.6); 7.553(1.9); 7.537(0.8); 7.247 (1.0);7.240(5.6); 7.220(7.8); 7.199(4.7); 7.192(1.0); 7.010(7.4); 7.003(7.4);5.757(16.0); 4.101(0.4); 4.088(0.5); 3.324(30.2); 3.176(1.9);3.163(2.0); 2.676(0.4); 2.672(0.5); 2.667(0.4); 2.525(1.7); 2.520(2.6);2.512(29.9); 2.507(59.8); 2.503(78.4); 2.498(56.2); 2.494(26.7);2.334(0.4); 2.329(0.5); 2.325(0.4); 1.145(0.3); 0.000(2.4) I-1-589:HPLC-MS: logP = 2.78; mass (m/z): 351.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.387(6.8); 8.470(6.6); 8.465(6.6); 8.408(6.1);8.402(5.8); 8.371(4.0); 8.366(3.4); 8.344(3.9); 8.339(3.4); 7.703(4.6);7.683(5.2); 7.553(3.0); 7.548(3.1); 7.534(5.0); 7.530(4.7); 7.489(2.6);7.470(5.1); 7.452(2.8); 7.425 (3.2); 7.420(2.9); 7.405(3.9); 7.401(3.5);7.386(1.7); 7.382(1.4); 7.027(7.0); 7.020(6.6); 5.758(16.0); 3.328(4.0);2.508(21.8); 2.504(26.0); 2.500(18.4); 0.000(6.3) I-1-590: HPLC-MS: logP= 2.74; mass (m/z): 442.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.404(5.5); 8.470(5.5); 8.465(5.9); 8.410(4.9); 8.403(4.8); 8.372(3.5);8.367(3.1); 8.345(3.5); 8.340(3.2); 7.585(2.7); 7.581(2.9); 7.566(3.6);7.562(3.7); 7.552(2.1); 7.549(2.4); 7.532(4.8); 7.529(4.9); 7.513(2.2);7.508 (2.3); 7.495(3.7); 7.490(3.1); 7.475(2.1); 7.470(1.7); 7.448(2.9);7.445(2.8); 7.430(3.7); 7.427(3.5); 7.412(1.4); 7.408(1.3); 7.030(5.9);7.023(5.8); 5.758(16.0); 3.329(4.6); 2.526(0.5); 2.513(8.9);2.509(17.3); 2.504(22.2); 2.500(15.8); 2.495(7.5); 1.231(0.4);0.000(6.2) I-1-591: HPLC-MS: logP = 2.98; mass (m/z): 353.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.746(4.7); 8.475(4.8); 8.470(5.4);8.433(4.3); 8.426(4.3); 8.377(3.2); 8.372(2.9); 8.350(3.2); 8.344(3.0);7.778(0.4); 7.758(1.1); 7.748(0.7); 7.738(2.3); 7.723(3.2); 7.700(7.0);7.683(2.0); 7.678(1.9); 7.005(5.5); 6.998 (5.5); 5.759(16.0);3.333(3.1); 2.529(0.3); 2.516(5.9); 2.511(11.7); 2.507(15.3);2.502(11.1); 2.498(5.4); 1.992(0.5); 1.396(2.0); 0.000(0.5) I-1-592:HPLC-MS: logP = 2.99; mass (m/z): 394.9 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.093(6.2); 8.475(6.3); 8.470(6.8); 8.393(5.3);8.386(5.5); 8.379(4.2); 8.374(3.6); 8.352(3.9); 8.347(3.6); 7.802(7.6);7.788(8.0); 7.410(6.5); 7.396(6.1); 7.016(3.7); 7.010(3.6); 5.758(16.0);3.326(9.6); 2.512(16.3); 2.508(31.2); 2.503(40.2); 2.499(29.1);0.008(0.6); 0.000(14.7); −0.008(0.5) I-1-593: HPLC-MS: logP = 2.89; mass(m/z): 385.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.323(5.9);8.471(5.6); 8.466(6.1); 8.407(5.0); 8.400(4.9); 8.372(3.7); 8.367(3.3);8.345(3.6); 8.340(3.4); 7.921(4.5); 7.901(5.0); 7.500(0.5); 7.479(5.3);7.476(5.8); 7.467(10.0); 7.457(1.0); 7.233(2.0); 7.224(1.9); 7.219(2.0);7.213(2.3); 7.211(2.1); 7.204(1.8); 7.200(2.0); 7.191(1.6); 7.024(6.0);7.017(5.9); 5.757(16.0); 3.326(0.009(0.4) I-1-5 I-1-594: HPLC-MS: logP =2.34; mass (m/z): 359.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =19.999(0.4); 11.791(6.4); 9.293(16.0); 9.239(15.8); 9.048(0.5);8.780(0.6); 8.756(6.8); 8.749(6.8); 8.315(2.4); 7.850(3.3); 7.831(5.5);7.801(1.3); 7.783(3.6); 7.764(3.7); 7.734(3.9); 7.722(5.6); 7.705(3.3);7.159(6.4); 7.151(6.2); 5.756(6.5); 3.319(151.2); 2.675(5.7);2.670(7.7); 2.666(5.7); 2.540(4.9); 2.510(464.4); 2.506(895.7);2.501(1158.0); 2.497(833.7); 2.492(404.2); 2.332(5.3); 2.328(7.3);2.323(5.3); 0.146(1.9); 0.008(20.7); 0.000(408.1); −0.008(16.0);−0.150(1.8) I-1-595: HPLC-MS: logP = 2.03; mass (m/z): 327.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.980(0.5); 9.306(1.0); 9.248(1.0);8.775(0.5); 8.768(0.5); 7.262(0.4); 7.243(0.6); 7.222(0.4); 7.165(0.6);7.158(0.6); 5.755(16.0); 3.321(15.5); 2.524(0.5); 2.511(12.0);2.506(23.8); 2.502(30.9); 2.497(22.0); 2.493(10.4); 0.008(0.5);0.000(13.8); −0.009(0.5) I-1-596: HPLC-MS: logP = 2.88; mass (m/z):351.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.423(2.8); 8.528(3.4);8.521(3.3); 8.493(2.8); 8.486(2.7); 7.967(0.9); 7.960(0.8); 7.947(1.3);7.945(1.4); 7.939(1.2); 7.937(1.3); 7.924(1.1); 7.917(1.0); 7.847(1.5);7.828(2.0); 7.807(1.8); 7.797(2.2); 7.784(1.7); 7.778 (1.9); 7.775(2.0);7.759(1.5); 7.725(1.3); 7.707(3.7); 7.688(1.8); 6.954(3.7); 6.948(3.5);4.119(1.3); 4.106(3.5); 4.093(3.5); 4.079(1.2); 3.334(16.7);3.179(16.0); 3.166(15.0); 2.514(7.1); 2.509(12.3); 2.505(15.2);2.500(10.6); 2.496(5.1); 0.008(0.9); 0.000(10.4); −0.009(0.4) I-1-597:HPLC-MS: logP = 2.32; mass (m/z): 352.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.587(11.2); 8.859(6.7); 8.847(6.7); 8.546(15.5);8.540(15.6); 8.500(11.6); 8.493(11.9); 8.225(6.4); 8.206(6.9);7.972(3.4); 7.965(3.3); 7.950(5.5); 7.943(5.4); 7.929(4.5); 7.922(4.3);7.851(6.0); 7.839(6.0); 7.832(5.7); 7.820(5.4); 7.805(7.1); 7.796(7.4);7.783(5.6); 7.773(5.4); 6.959(16.0); 6.953(16.0); 5.758(1.7);4.102(0.7); 4.089(0.7); 3.327(36.1); 3.178(2.8); 3.165(2.7); 2.678(0.4);2.673(0.5); 2.669(0.4); 2.543(0.3); 2.526(1.4); 2.513(31.1);2.509(63.5); 2.504(83.9); 2.500(60.4); 2.495(29.1); 2.335(0.4);2.331(0.5); 2.326(0.4); 0.008(1.2); 0.000(36.5); −0.008(1.3) I-1-598:HPLC-MS: logP = 2.61; mass (m/z): 319.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.642(11.7); 8.543(14.4); 8.537(14.4); 8.499(11.7);8.492(11.9); 7.974(3.4); 7.967(3.3); 7.952(5.7); 7.945(5.5); 7.931(4.6);7.924(4.3); 7.811(7.0); 7.801(7.3); 7.788(5.5); 7.779(5.3); 7.622(1.5);7.605(3.4); 7.601(3.2); 7.584(6.3); 7.567(3.4); 7.563(3.8); 7.547(1.7);7.257(2.3); 7.251(10.9); 7.231(16.0); 7.210(9.2); 7.203(2.1);6.958(15.5); 6.951(15.4); 3.324(79.5); 2.676(0.7); 2.672(0.9);2.668(0.7); 2.542(0.5); 2.525(2.3); 2.512(57.2); 2.507(111.1);2.503(143.0); 2.498(104.4); 2.494(52.2); 2.334(0.7); 2.330(0.9);2.325(0.7); 0.008(3.5); 0.000(71.0); −0.008(3.5) I-1-599: HPLC-MS: logP= 2.78; mass (m/z): 409.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.265(4.0); 8.526(4.3); 8.520(4.2); 8.490(3.7); 8.482(3.7); 7.967(1.1);7.960(1.1); 7.945(2.0); 7.934(3.5); 7.924(1.7); 7.914(3.8); 7.810(2.1);7.801(2.2); 7.788(1.7); 7.778(1.6); 7.512(0.3); 7.491(3.9); 7.488(4.2);7.479 (6.9); 7.470(0.8); 7.244(1.4); 7.235(1.4); 7.231(1.5); 7.224(1.6);7.222(1.5); 7.215(1.3); 7.212(1.5); 7.202(1.2); 6.974(4.6); 6.967(4.4);5.757(16.0); 3.330(7.3); 2.513(5.9); 2.509(11.4); 2.504(14.7);2.500(10.3); 2.495(4.9); 0.000(3.6) I-1-600: HPLC-MS: logP = 2.13; mass(m/z): 352.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.559(3.9);8.9382(16.0); 8.9378(16.0); 8.581(4.9); 8.575(4.9); 7.848(2.2);7.828(2.7); 7.796(0.7); 7.779(2.1); 7.760(1.9); 7.725(1.7); 7.704(4.7);7.685(2.3); 6.999(5.3); 6.992(5.3); 5.758(2.3); 3.327(25.0); 2.526(0.6);2.521(0.9); 2.512(11.2); 2.508(22.5); 2.503(29.7); 2.499(21.3);2.494(10.0); 0.008(0.4); 0.000(13.6); −0.009(0.4) I-1-601: HPLC-MS: logP= 1.73; mass (m/z): 353.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.734(3.8); 8.944(16.0); 8.861(1.9); 8.859(2.1); 8.849(2.0);8.847(2.0); 8.598(4.8); 8.591(4.8); 8.223(1.8); 8.221(1.9); 8.203(2.1);8.201(2.1); 7.854(1.9); 7.842(1.9); 7.835(1.8); 7.823(1.7); 6.997(5.5);6.990(5.4); 5.757(0.6); 3.323(61.1); 2.676(0.4); 2.671(0.6); 2.667(0.4);2.525(1.8); 2.520(2.8); 2.511(30.7); 2.507(61.6); 2.502(81.3);2.498(58.4); 2.493(27.4); 2.334(0.4); 2.329(0.5); 2.324(0.4); 0.000(7.4)I-1-602: HPLC-MS: logP = 1.83; mass (m/z): 320.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.776(3.6); 8.944(16.0); 8.598(5.1); 8.591(5.1);7.623(0.5); 7.606(1.2); 7.601(1.0); 7.589(0.8); 7.585(2.1); 7.581(0.8);7.568(1.1); 7.564(1.3); 7.547(0.6); 7.258(0.7); 7.251(3.8); 7.231(5.4);7.211(3.1); 7.204(0.6); 7.000(5.6); 6.994(5.5); 3.324(29.4); 2.672(0.4);2.525(1.3); 2.512(20.6); 2.507(40.1); 2.503(52.3); 2.498(38.0);2.494(18.3); 2.330(0.3); 0.008(0.8); 0.000(20.5); −0.009(0.7) I-1-603:HPLC-MS: logP = 1.94; mass (m/z): 362.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.446(3.9); 8.937(16.0); 8.580(4.1); 8.573(4.0);7.713(2.6); 7.712(2.7); 7.694(3.1); 7.692(3.1); 7.560(1.7); 7.556(1.8);7.541(2.9); 7.537(2.9); 7.499(1.5); 7.496(1.6); 7.480(3.1); 7.478(3.0);7.462(1.6); 7.459(1.5); 7.434(2.0); 7.429(2.0); 7.414(2.4); 7.410(2.3);7.396(1.1); 7.391(1.0); 7.017(4.3); 7.010(4.2); 4.038(0.5); 4.020(0.5);3.322(59.5); 2.675(0.5); 2.671(0.7); 2.666(0.5); 2.510(43.3);2.506(82.4); 2.502(106.7); 2.497(78.5); 2.493(39.2); 2.333(0.6);2.328(0.7); 2.324(0.5); 1.989(2.3); 1.193(0.6); 1.175(1.2); 1.157(0.6);0.008(0.4); 0.000(8.2); −0.008(0.3) I-1-604: HPLC-MS: logP = 1.91; mass(m/z): 318.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.469(3.9);8.937(16.0); 8.582(4.2); 8.576(4.1); 7.593(2.1); 7.590(2.2); 7.575(2.8);7.571(2.8); 7.562(1.8); 7.559(1.9); 7.542(3.9); 7.540(3.8); 7.522(1.8);7.518(1.8); 7.504(3.0); 7.500(2.6); 7.484(1.6); 7.480(1.3); 7.458(2.4);7.455(2.3); 7.440(3.0); 7.437(2.8); 7.422(1.2); 7.418(1.0); 7.022(4.2);7.016(4.1); 5.757(10.3); 3.324(20.9); 2.507(33.6); 2.503(42.6);2.498(31.4); 0.000(2.0) I-1-605: HPLC-MS: logP = 2.05; mass (m/z): 410.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.386(3.8); 9.032(1.4);8.936(16.0); 8.907(2.2); 8.580(3.9); 8.573(3.9); 7.933(3.2); 7.913(3.7);7.510(0.4); 7.508(0.4); 7.491(3.0); 7.489(3.4); 7.485(3.8); 7.477(6.9);7.467(0.7); 7.381(0.7); 7.377(0.7); 7.242(1.6); 7.233(1.4); 7.228(1.4);7.222(1.7); 7.219(1.6); 7.213(1.3); 7.209(1.4); 7.200(1.3); 7.020(4.1);7.013(4.0); 6.615(0.6); 5.756(9.4); 5.421(0.9); 5.416(0.8); 3.325(31.9);2.525(0.9); 2.512(13.9); 2.507(27.1); 2.503(35.4); 2.498(25.7);2.494(12.4); 1.989(0.9); 1.175(0.5); 0.000(2.2) I-1-606 see SynthesisExample 44 I-1-607 see Synthesis Example 34 I-1-608 see SynthesisExample 35 I-1-609: HPLC-MS: mass (m/z): 284.1 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 10.845(3.9); 10.029(0.4); 9.579(0.4); 8.887(1.0);8.875(1.0); 8.867(1.0); 8.863(1.0); 8.855(1.5); 8.843(9.9); 8.831(9.7);8.679(0.4); 8.672(0.5); 8.656(0.4); 8.649(0.4); 8.639(0.3); 8.632(0.4);8.624(0.3); 8.594(4.2); 8.587(4.3); 8.322(0.5); 7.919(0.5); 7.485(0.4);7.473(0.6); 7.460(0.7); 7.439(2.7); 7.427(4.6); 7.415(2.4); 7.019(4.5);7.012(4.5); 6.923(0.4); 6.916(0.4); 6.849(4.7); 3.909(12.1); 3.395(0.9);3.389(0.8); 3.337(100.1); 3.174(4.7); 2.712(0.8); 2.677(1.3);2.535(22.2); 2.513(184.6); 2.508(236.8); 2.504(179.1); 2.443(1.5);2.422(0.8); 2.396(0.6); 2.389(0.6); 2.371(0.5); 2.339(1.3); 2.335(1.6);2.304(0.4); 2.290(0.5); 2.248(16.0); 1.915(1.2); 1.836 (1.1);1.819(0.3); 1.799(0.4); 1.575(0.3); 1.241(0.3); 0.005(0.4) I-1-610:HPLC-MS: logP = 3.00; mass (m/z): 382.1 (M + H)⁺; ¹H-NMR(601.6 MHz,DMSO-D₆): δ = 11.222(11.4); 8.056(8.8); 8.053(8.9); 7.654(6.7);7.641(7.4); 7.628(1.4); 7.617(2.9); 7.613(2.7); 7.603(5.3); 7.593(2.9);7.589(3.4); 7.578(1.5); 7.545(2.2); 7.543(2.4); 7.531(6.7); 7.521(6.4);7.519(6.3); 7.496(9.5); 7.485(8.2); 7.475(7.2); 7.462(2.9); 7.460(2.7);7.396(9.1); 7.382(16.0); 7.368(7.7); 6.940(12.3); 6.935(12.4);4.029(2.4); 4.010(7.6); 3.991(8.1); 3.971(2.8); 3.331(356.1);2.996(0.5); 2.654(0.8); 2.617(1.4); 2.613(1.9); 2.611 (1.4);2.541(225.8); 2.523(3.2); 2.520(4.1); 2.517(4.2); 2.508(99.9);2.505(213.4); 2.502(294.6); 2.499(217.0); 2.496(103.9); 2.425(0.9);2.389(1.4); 2.386(1.9); 2.383(1.4); 2.076(0.4); 1.235(0.8); 0.005(2.2);0.000(69.8); −0.006(2.3) I-1-611: HPLC-MS: logP = 2.53; mass (m/z):374.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.987(7.9); 8.038(9.0);8.032(8.8); 7.637(1.3); 7.622(2.9); 7.616(2.5); 7.606(2.1); 7.600(5.7);7.594(2.3); 7.584(2.7); 7.579(3.6); 7.563(1.6); 7.394(9.6); 7.373(16.0);7.352(7.4); 6.809(8.1); 6.803(8.0); 6.779(3.3); 6.648(7.6); 6.517(3.7);4.386(9.1); 4.375(10.7); 4.364(9.3); 3.339(103.8); 3.304(0.3);3.193(9.1); 3.182(10.6); 3.171(8.6); 2.543(57.8); 2.526(0.8);2.512(16.0); 2.508(31.7); 2.503(41.0); 2.499(29.5); 2.495(14.3);0.000(2.9) I-1-612: HPLC-MS: logP = 3.53; mass (m/z): 411.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.182(6.1); 11.414(7.9); 8.081(12.1);8.061(6.4); 7.997(5.0); 7.978(5.3); 7.661(3.1); 7.641(5.9); 7.622(4.2);7.613(4.1); 7.591(2.7); 7.575(1.1); 7.406(7.8); 7.385(16.0); 7.364(7.9);6.920(7.4); 6.915(7.6); 3.325(43.8); 2.671(0.8); 2.502(115.1);2.328(0.7); 2.074(0.5); 1.234(0.3); −0.001(26.4) I-1-613: HPLC-MS: logP= 2.72; mass (m/z): 396.0 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ =19.968(0.6); 11.302(1.1); 8.073(1.1); 7.743(0.7); 7.734(0.7);7.728(0.7); 7.720(0.7); 7.603(0.6); 7.526(0.7); 7.521(0.8); 7.512(0.7);7.507(0.8); 7.395(1.1); 7.381(1.9); 7.367(1.0); 7.300(0.8); 6.937(2.0);6.933(2.1); 3.329(1933.2); 2.616(11.4); 2.613(16.0); 2.610(11.6);2.541(53.2); 2.523(25.7); 2.520(33.1); 2.516(34.2); 2.508(809.0);2.505(1748.8); 2.502(2415.0); 2.499(1771.5); 2.496(834.3); 2.389(11.2);2.386(15.6); 2.383(11.3); 2.286(0.6); 2.076(0.8); 1.298(1.0);1.258(1.5); 1.235(4.3); 0.854(0.7); 0.097(2.1); 0.005(17.1);0.000(554.1); −0.006(18.0); −0.100(2.3) I-1-614: HPLC-MS: logP = 2.86;mass (m/z): 402.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.484(11.8); 8.079(9.4); 8.074(9.4); 7.909(7.6); 7.889(9.2);7.827(7.4); 7.808(9.9); 7.712(5.4); 7.692(8.2); 7.672(3.4); 7.636(1.3);7.620(2.7); 7.615(2.6); 7.599(5.5); 7.583(2.8); 7.578(3.5); 7.562(1.6);7.400(9.2); 7.379(16.0); 7.358(7.2); 6.924(13.3); 6.918(13.3);5.758(3.4); 3.329(71.3); 2.671(0.9); 2.506(114.6); 2.502(145.6);2.498(107.8); 2.329(0.9); 1.235(0.4); 1.141(0.5); 1.030(0.5);0.008(2.4); 0.000(56.9) I-1-615: HPLC-MS: logP = 2.42; mass (m/z): 322.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 9.625(2.3); 7.996(1.8);7.990(1.8); 7.605(0.6); 7.599(0.5); 7.589(0.4); 7.584(1.2); 7.578(0.5);7.568(0.6); 7.563(0.8); 7.547(0.3); 7.382(2.0); 7.361(3.4); 7.340(1.5);6.825(2.9); 6.819(2.8); 4.171(1.7); 4.162(2.4); 4.157(2.1); 4.152(2.5);4.066(2.5); 4.060(2.1); 4.055(2.4); 4.046(1.7); 3.337(54.7); 2.542(4.0);2.511(8.1); 2.507(15.8); 2.503(20.3); 2.498(14.6); 2.197(16.0);0.000(1.3) I-1-616: HPLC-MS: logP = 1.80; mass (m/z): 370.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.832(3.1); 8.317(0.4); 8.049(3.1);7.634(0.4); 7.618(0.9); 7.612(0.9); 7.597(1.8); 7.580(1.0); 7.575(1.2);7.560(0.5); 7.396(3.0); 7.375(5.1); 7.354(2.4); 6.846(3.0); 6.841(3.1);5.757(2.8); 4.736(2.6); 4.723(2.9); 4.709 (2.8); 3.597(2.8); 3.584(2.9);3.570(2.7); 3.328(96.3); 2.671(1.6); 2.506(198.1); 2.502(252.4);2.329(1.6); 2.028(16.0); 1.259(0.4); 1.235(0.5); 0.146(0.4);0.000(89.8); −0.150(0.4) I-1-617: HPLC-MS: logP = 2.72; mass (m/z):374.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.520(7.9); 8.452(8.3);8.445(8.4); 7.932(1.7); 7.916(2.2); 7.911(4.1); 7.895(4.2); 7.890(2.9);7.874(2.3); 7.842(4.5); 7.822(5.6); 7.790(1.6); 7.773(4.4); 7.754(4.1);7.720(3.7); 7.699(16.0); 7.679(10.0); 7.545(3.4); 7.523(6.0);7.501(3.1); 7.038(8.5); 7.031(8.5); 5.757(8.9); 3.326(82.1); 2.671(0.6);2.667(0.5); 2.507(75.0); 2.502(97.7); 2.498(73.2); 2.329(0.6);1.989(0.6); 1.175(0.3); 0.146(0.6); 0.008(6.6); 0.000(128.8);−0.008(6.7); −0.150(0.6) I-1-618: HPLC-MS: logP = 2.26; mass (m/z):375.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.665(15.1);8.854(8.8); 8.842(8.8); 8.472(15.5); 8.466(15.4); 8.317(1.0);8.220(8.2); 8.201(9.0); 7.936(3.3); 7.920(4.2); 7.915(7.5); 7.899(7.7);7.894(5.0); 7.878(4.3); 7.845(7.2); 7.833(7.3); 7.826(6.8); 7.814(6.3);7.708(12.6); 7.687(10.3); 7.553(6.3); 7.531(11.0); 7.509(5.5);7.043(16.0); 7.037(15.9); 5.758(3.0); 3.328(363.0); 3.037(0.7);2.671(3.4); 2.667(2.6); 2.541(2.2); 2.506(412.2); 2.502(525.5);2.498(388.1); 2.333(2.6); 2.329 (3.3); 1.299(0.7); 1.259(1.2);1.235(1.3); 0.146(0.9); 0.008(8.3); 0.000(200.8); −0.149(1.0) I-1-619:HPLC-MS: logP = 2.45; mass (m/z): 343.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.735(11.8); 8.469(14.5); 8.462(14.6); 7.936(3.0);7.920(3.5); 7.915(7.0); 7.899(7.0); 7.894(4.6); 7.878(4.0); 7.709(10.8);7.688(8.9); 7.619(1.5); 7.602(3.3); 7.598(3.2); 7.581(6.3); 7.564(3.4);7.560(4.1); 7.553(5.5); 7.543(2.1); 7.531(9.4); 7.509(4.6); 7.253(2.1);7.246(10.9); 7.226(16.0); 7.206(9.1); 7.199(1.9); 7.046(15.1);7.039(15.2); 5.757(3.3); 4.038(0.4); 4.020(0.5); 3.326(90.4);2.676(0.6); 2.672(0.8); 2.667(0.6); 2.542(0.4); 2.525(2.3); 2.511(47.8);2.507(96.5); 2.503(127.0); 2.498(91.9); 2.494(44.8); 2.334(0.6);2.329(0.8); 2.325(0.6); 1.989(2.0); 1.235(0.5); 1.193(0.5); 1.175(1.0);1.158(0.5); 0.146(0.7); 0.008(6.4); 0.000(164.4); −0.009(6.4);−0.150(0.8) I-1-620: HPLC-MS: logP = 2.61; mass (m/z): 384.9 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.431(15.3); 8.450(15.9); 8.443(16.0);8.316(0.4); 7.931(3.4); 7.915(4.3); 7.910(8.0); 7.894(8.1); 7.889(5.4);7.873(4.5); 7.707(10.9); 7.697(13.7); 7.688(12.9); 7.676(10.9);7.551(6.4); 7.546(10.5); 7.533(11.5); 7.528(12.4); 7.522(13.2);7.500(6.9); 7.495(6.4); 7.476(11.3); 7.457(5.8); 7.431(6.8); 7.427(6.7);7.412(8.5); 7.407(8.3); 7.393(3.7); 7.388(3.3); 7.055(16.0);7.049(15.9); 5.756(1.8); 4.038(0.4); 4.020(0.4); 3.325(165.0); 2.675(0.9); 2.671(1.2); 2.667(0.9); 2.506(142.6); 2.502(185.6); 2.498(135.4);2.333(0.9); 2.329(1.2); 2.325(0.9); 1.989(1.7); 1.397(0.4); 1.259(0.5);1.234(0.6); 1.193(0.5); 1.175(0.9); 1.157(0.5); 0.146(1.2); 0.008(10.3);0.000(240.6); −0.008(10.1); −0.150(1.2) I-1-621: HPLC-MS: logP = 2.57;mass (m/z): 340.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.444(15.0); 8.450(16.0); 8.444(16.0); 8.316(0.4); 7.932(3.5);7.915(4.5); 7.911(8.2); 7.894(8.3); 7.890(5.6); 7.873(4.6); 7.697(12.5);7.676(10.4); 7.582(7.5); 7.578(8.2); 7.563(10.5); 7.559(14.8);7.545(8.5); 7.538(14.5); 7.535(14.8); 7.523(13.5); 7.514(7.1);7.500(15.9); 7.497(9.8); 7.480(5.4); 7.476(4.5); 7.454(7.9); 7.451(7.8);7.436(9.9); 7.433(9.7); 7.418(3.7); 7.415(3.5); 7.057(15.9);7.051(15.9); 5.756(5.7); 3.325(140.0); 2.675(1.0); 2.671(1.3);2.667(1.0); 2.506(151.5); 2.502(197.2); 2.498(143.7); 2.333(0.9);2.329(1.2); 2.324(0.9); 1.989(0.8); 1.259(0.4); 1.234(0.8); 1.175(0.4);0.146(1.1); 0.007(10.3); 0.000(219.7); −0.008(9.9); −0.150(1.1) I-1-622:HPLC-MS: logP = 1.95; mass (m/z): 342.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.597(13.9); 11.528(0.5); 8.527(8.6); 8.523(9.3);8.515(9.2); 8.511(9.1); 8.469(15.7); 8.463(15.8); 8.354(0.6);8.347(0.5); 8.316(1.4); 8.077(8.7); 8.072(8.9); 8.058(9.6); 8.053(9.2);7.936(3.4); 7.920(4.0); 7.915(7.6); 7.899(7.8); 7.894(5.0); 7.878(4.4);7.832(0.4); 7.819(0.4); 7.783(0.3); 7.705(11.9); 7.684(9.9);7.555(10.9); 7.543(9.8); 7.537(9.9); 7.530(11.9); 7.525(10.4);7.508(5.5); 7.061(16.0); 7.054(15.9); 7.013(0.5); 7.007(0.6);5.757(1.2); 3.324(396.8); 3.038(0.4); 2.675(3.0); 2.671(4.1);2.666(2.9); 2.524(11.9); 2.511(244.1); 2.506(484.8); 2.502(632.6);2.497(450.9); 2.493(215.8); 2.333(3.0); 2.329(4.1); 2.324(3.0);2.074(0.9); 1.299(0.5); 1.259(0.8); 1.235(0.8); 0.146(2.3); 0.008(19.6);0.000(508.7); −0.008(18.2); −0.150(2.5) I-1-623: HPLC-MS: logP = 2.68;mass (m/z): 393.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.751(10.1); 8.469(11.2); 8.463(11.1); 8.316(0.7); 7.932(2.5);7.916(3.0); 7.911(5.4); 7.895(5.6); 7.890(3.6); 7.874(3.1); 7.781(0.9);7.761(2.6); 7.752(1.7); 7.742(5.1); 7.727(7.4); 7.711(10.4);7.704(16.0); 7.690(9.1); 7.682(4.3); 7.548(4.1); 7.526(7.3); 7.503(3.6);7.044(0.5); 7.031(12.0); 7.024(11.8); 3.324(199.3); 3.295(0.5);2.680(0.7); 2.676(1.3); 2.671(1.8); 2.667(1.4); 2.558(0.6);2.511(113.7); 2.506(221.7); 2.502(287.0); 2.498(207.1); 2.333(1.4);2.329(1.8); 2.325(1.4); 1.259(0.5); 1.235(0.5); 0.146(1.2); 0.008(11.1);0.000(251.8); −0.009(10.5); −0.027(0.5); −0.030(0.5); −0.150(1.2)I-1-624: HPLC-MS: logP = 2.79; mass (m/z): 438.8 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 20.005(0.4); 11.109(10.4); 8.659(0.6); 8.652(0.6);8.521(0.4); 8.493(0.4); 8.434(12.9); 8.428(12.8); 8.316(6.1);8.308(1.2); 8.301(1.1); 8.277(0.4); 8.157(0.4); 8.140(1.5); 7.997(0.4);7.939(2.8); 7.923(3.4); 7.918(6.4); 7.902(6.7); 7.897(4.2); 7.881(3.6);7.821(0.9); 7.809(15.2); 7.795(16.0); 7.784(1.1); 7.771(0.8);7.696(9.5); 7.675(8.2); 7.650(1.0); 7.555(4.5); 7.532(8.1); 7.511(4.2);7.389(13.3); 7.375(12.3); 7.347(0.4); 7.285(0.7); 7.271(0.6);7.236(0.4); 7.215(0.5); 7.192(0.4); 7.170(0.4); 7.062(0.7); 7.055(0.9);7.038(7.0); 7.032(6.8); 6.965(0.4); 6.359(0.7); 6.347(1.1); 6.340(1.1);5.757(6.0); 3.411(0.6); 3.384(0.7); 3.324 (1622.0); 3.092(2.7);3.058(1.0); 3.035(3.2); 2.946(3.2); 2.679(5.0); 2.675(10.3);2.671(14.3); 2.666(10.1); 2.662(4.7); 2.541(6.4); 2.524(38.4);2.519(61.1); 2.511(807.8); 2.506(1644.2); 2.502(2160.1); 2.497(1531.6);2.493(717.1); 2.427(1.0); 2.338(4.8); 2.333(10.1); 2.328(14.0);2.324(10.1); 2.212(0.4); 2.074(1.3); 1.259(0.6); 1.235(1.6); 0.146(8.1);0.008(67.0); 0.000(1989.3); −0.009(68.7); −0.081(0.7); −0.150(8.5)I-1-625 HPLC-MS: logP = 2.63; mass (m/z): 433.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 7.05-7.06 (m, 1H), 7.20-7.25 (m, 1H), 7.46-7.52(m, 3H),7.68-7.70(m, 1H), 7.87-7.93(m, 2H), 8.45(d, 1H), 11.38 (s, 1H). I-1-626:HPLC-MS: logP = 2.67; mass (m/z): 375.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.444(15.0); 8.337(15.5); 8.330(15.7); 8.316(0.7);8.071(7.0); 8.064(7.3); 8.051(7.2); 8.043(7.2); 7.850(4.8); 7.838(12.2);7.827(11.2); 7.818(11.6); 7.815(12.6); 7.795(6.0); 7.788(7.8);7.775(7.4); 7.768(13.6); 7.751(8.2); 7.716(6.3); 7.693(12.8);7.673(7.3); 6.990(15.9); 6.984(16.0); 5.756(3.5); 3.772(0.5);3.325(125.6); 2.675 (0.9); 2.671(1.2); 2.667(0.9); 2.506(139.1);2.502(183.6); 2.498(135.7); 2.333(0.8); 2.329(1.1); 2.324(0.9);1.989(0.3); 1.259(0.4); 1.235(1.1); 0.146(1.1); 0.008(9.6);0.000(235.1); −0.008(10.4); −0.150(1.1) I-1-627: HPLC-MS: logP = 2.21;mass (m/z): 375.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 20.011(0.4);11.597(15.1); 8.849(8.5); 8.838(8.6); 8.407(0.8); 8.400(0.8);8.356(15.1); 8.350(15.7); 8.316(2.5); 8.283(0.5); 8.264(0.4);8.210(8.1); 8.191(9.0); 8.110(1.0); 8.076(6.6); 8.069(7.1); 8.055(6.9);8.048(7.0); 7.998(0.6); 7.976(0.7); 7.940(0.5); 7.858(4.7); 7.841(8.6);7.835(11.1); 7.829(8.8); 7.822(15.5); 7.809(6.7); 7.800(6.1);7.793(5.4); 7.780(6.5); 7.773(6.2); 7.757(3.2); 7.750(3.0); 7.639(0.4);7.617(0.5); 7.604(0.5); 7.559 (0.8); 7.553(0.8); 7.342(0.4); 7.333(0.5);7.310(0.4); 6.995(15.7); 6.988(16.0); 6.313(0.7); 6.307(0.7);6.283(0.6); 5.756(4.3); 5.618(0.7); 5.612(0.7); 4.945(1.2);3.325(881.4); 3.025(1.5); 2.997(1.6); 2.934(1.6); 2.671(7.1);2.506(829.8); 2.502(1086.7); 2.498(822.1); 2.328(7.1); 1.235(0.7);0.146(6.1); 0.008(51.9); 0.000(1266.1); −0.150(6.2) I-1-628: HPLC-MS:logP = 2.39; mass (m/z): 343.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.662(12.5); 8.353(14.6); 8.347(14.6); 8.316(0.4); 8.076(6.4);8.068(6.6); 8.055(6.6); 8.048(6.5); 7.859(4.3); 7.847(4.8); 7.837(8.9);7.824(8.5); 7.800(5.3); 7.793(4.9); 7.780(5.8); 7.773(5.3); 7.758(2.7);7.751(2.5); 7.613(1.5); 7.597(3.3); 7.592(3.1); 7.575(6.2); 7.559(3.3);7.554(3.7); 7.538(1.6); 7.249(2.0); 7.242(10.9); 7.222 (16.0);7.202(9.2); 7.195(2.0); 6.997(15.4); 6.991(15.4); 5.757(4.3);4.056(0.6); 4.038(1.8); 4.020(1.9); 4.002 (0.6); 3.325(107.8);3.024(0.6); 2.857(0.5); 2.676(0.7); 2.671(1.0); 2.667(0.7); 2.524(2.8);2.511(56.8); 2.507 (114.6); 2.502(151.2); 2.498(109.0); 2.493(52.7);2.333(0.7); 2.329(1.0); 2.325(0.7); 1.989(8.0); 1.397(0.6); 1.193(2.1);1.175(4.2); 1.157(2.1); 0.146(0.9); 0.008(7.9); 0.000(205.6);−0.009(7.8); −0.150(0.9) I-1-629: HPLC-MS: logP = 2.55; mass (m/z):384.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.351(10.5);8.335(11.3); 8.328(11.3); 8.316(0.5); 8.070(5.2); 8.063(5.3);8.049(5.3); 8.042(5.3); 7.846(3.0); 7.833(3.6); 7.823(7.2); 7.811(6.9);7.795(4.5); 7.788(4.1); 7.775(4.9); 7.768(4.5); 7.752(2.1); 7.745(2.0);7.706(6.7); 7.704(6.7); 7.686(7.8); 7.684(7.6); 7.547(4.1); 7.542(4.7);7.528(7.7); 7.523(7.8); 7.492(3.8); 7.489(4.0); 7.473(7.6); 7.471(7.2);7.455(3.9); 7.452(3.6); 7.427(4.8); 7.422(4.8); 7.407(5.8); 7.403(5.6);7.389(2.7); 7.384(2.4); 7.008(11.9); 7.001(11.8); 5.756(16.0);4.056(1.2); 4.038(3.6); 4.020(3.7); 4.002(1.2); 3.324(64.7); 2.675(0.5);2.671(0.7); 2.666(0.5); 2.541(0.4); 2.524(2.2); 2.511(42.8);2.506(85.1); 2.502(110.9); 2.497(79.1); 2.493(37.7); 2.333(0.5);2.329(0.7); 2.324(0.5); 1.989(15.8); 1.397(5.7); 1.193(4.3); 1.175(8.6);1.157(4.2); 1.045(0.5); 1.030(0.5); 0.146(0.7); 0.008(6.9);0.000(166.9); −0.009(6.2); −0.150(0.7) I-1-630: HPLC-MS: logP = 2.52;mass (m/z): 341.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.366(10.9); 8.335(11.6); 8.329(11.7); 8.316(0.6); 8.071(5.5);8.064(5.7); 8.050(5.7); 8.043(5.7); 7.846(3.1); 7.833(3.7); 7.823(7.4);7.811(7.1); 7.795(4.7); 7.788(4.4); 7.775(5.1); 7.768(4.7); 7.753(2.2);7.746(2.1); 7.577(5.1); 7.573(5.7); 7.558(7.8); 7.554(11.2); 7.535(9.3);7.532(9.7); 7.514(4.1); 7.510(4.4); 7.496(7.1); 7.492 (6.1); 7.476(4.0);7.472(3.2); 7.451(5.6); 7.448(5.6); 7.433(7.0); 7.429(6.9); 7.415(2.6);7.411(2.5); 7.010(12.2); 7.004(12.2); 5.756(16.0); 4.056(0.6);4.038(1.7); 4.020(1.8); 4.002(0.6); 3.325(92.6); 2.675(0.6); 2.671(0.9);2.666(0.6); 2.541(0.4); 2.524(2.5); 2.511(48.8); 2.506(99.4);2.502(131.4); 2.497(94.2); 2.493(44.9); 2.33 3(0.6); 2.329(0.8);2.324(0.6); 1.989(7.6); 1.397(1.3); 1.234(0.4); 1.193(2.1); 1.175(4.1);1.157(2.0); 0.146(0.8); 0.008(7.2); 0.000(187.3); −0.009(6.7);−0.150(0.8) I-1-631: HPLC-MS: logP = 1.91; mass (m/z): 342.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.528(13.9); 8.524(8.2); 8.519(8.9);8.512(8.9); 8.507(8.7); 8.354(15.3); 8.347(15.3); 8.316(2.7);8.076(7.3); 8.070(13.8); 8.066(10.5); 8.055(8.6); 8.052(11.9);8.048(14.7); 7.872(0.4); 7.854(4.2); 7.842(4.8); 7.831(9.5); 7.819(9.0);7.801(5.8); 7.793(5.3); 7.781(6.3); 7.773(5.8); 7.758(2.8); 7.751(2.7);7.552(8.9); 7.540(8.7); 7.534(8.6); 7.522(8.3); 7.013(16.0);7.007(16.0); 5.844(0.4); 5.838(0.5); 5.233(0.6); 3.324(675.9);2.997(0.7); 2.675(4.7); 2.671(6.5); 2.666(4.7); 2.541(3.0); 2.524(17.9);2.510(372.2); 2.506(747.8); 2.502(976.6); 2.497(0.009(29.7); −0.150(3.6)I-1-632: I-1-632: HPLC-MS: logP = 2.64; mass (m/z): 393.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.679(10.7); 8.355(11.9); 8.348(11.7);8.072(5.3); 8.064(5.4); 8.051(5.4); 8.043(5.2); 7.865(3.7); 7.853(4.2);7.842(7.0); 7.830(6.7); 7.797(4.1); 7.790(3.8); 7.777(5.5); 7.770(4.6);7.755(4.3); 7.747(3.7); 7.738(5.3); 7.722(7.8); 7.701(16.0); 7.684(4.6);7.678(3.9); 6.984(12.3); 6.978(12.2); 5.757(1.7); 3.325(82.1);2.676(0.6); 2.671(0.8); 2.667(0.6); 2.541(0.5); 2.511(52.9);2.507(101.6); 2.502(130.2); 2.498(93.0); 2.333(0.7); 2.329(0.9);2.325(0.6); 1.989(1.2); 1.260(0.4); 1.193(0.3); 1.175(0.6); 1.157(0.3);0.146(0.6); 0.008(6.1); 0.000(124.0); −0.008(4.6); −0.150(0.6) I-1-633:HPLC-MS: logP = 2.73; mass (m/z): 438.8 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.046(10.4); 8.427(0.3); 8.324(11.9); 8.317(12.3);8.187(0.5); 8.180(0.5); 8.112(0.6); 8.082(5.2); 8.075(5.3); 8.062(5.3);8.055(5.3); 7.847(3.0); 7.835(3.7); 7.825(7.7); 7.812(7.9); 7.805(13.9);7.801(6.1); 7.792(16.0); 7.781(5.5); 7.773(5.1); 7.758(2.4); 7.751(2.0);7.733(0.4); 7.696(0.4); 7.676(0.4); 7.511(0.3); 7.386(11.2);7.372(10.6); 7.266(0.3); 7.253(0.4); 7.246(0.5); 7.233(0.4); 6.993(6.8);6.987(6.6); 6.595(0.4); 6.290(0.4); 6.283(0.4); 5.757(12.1);3.324(197.3); 3.039(1.1); 3.026(1.0); 3.014(0.6); 2.999(1.2);2.934(1.0); 2.675(1.8); 2.671(2.3); 2.666(1.7); 2.541(1.2);2.506(279.3); 2.502(358.7); 2.497(256.6); 2.333(1.7); 2.329(2.3);2.324(1.7); 1.235(0.4); 0.146(1.4); 0.008(11.5); 0.000(303.0);−0.009(12.0); −0.150(1.3) I-1-634: HPLC-MS: logP = 2.57; mass (m/z):433.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.294(10.1);8.336(10.0); 8.329(10.0); 8.316(0.8); 8.071(4.8); 8.064(4.9);8.050(4.9); 8.043(4.9); 7.924(7.4); 7.904(8.3); 7.848(2.8); 7.835(3.3);7.825(6.4); 7.813(6.0); 7.796(4.0); 7.789(3.6); 7.776(4.4); 7.769(4.1);7.753(1.9); 7.746(1.7); 7.501(1.4); 7.482(6.4); 7.472(9.3); 7.466(16.0);7.454(2.2); 7.250(0.3); 7.236(3.3); 7.229 (3.2); 7.220(3.5); 7.216(4.0);7.209(3.1); 7.201(2.9); 7.193(2.6); 7.007(10.3); 7.000(10.3);5.756(3.6); 4.055(0.7); 4.038(2.1); 4.020(2.1); 4.002(0.7);3.323(134.2); 2.671(1.5); 2.506(176.0); 2.502(229.1); 2.497(168.3);2.328(1.4); 2.324(1.1); 1.989(9.0); 1.398(0.4); 1.259(0.4); 1.235(0.6);1.193(2.5); 1.175(4.8); 1.157(2.4); 0.146(0.9); 0.008(8.2);0.000(189.4); −0.008(8.2); −0.150(0.9) I-1-635: HPLC-MS: logP = 2.80;mass (m/z): 383.1 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.396(0.9);11.342(11.1); 8.486(15.4); 8.482(16.0); 8.337(11.4); 8.333(11.4);8.298(1.6); 8.283(4.7); 8.279(4.4); 8.269(5.0); 8.265(8.8); 8.261(4.7);8.251(4.8); 8.247(4.4); 8.237(2.7); 8.227(0.8); 8.214(0.4); 7.661(8.9);7.648(9.6); 7.560(0.5); 7.549(3.8); 7.547(4.3); 7.535(9.6); 7.524(8.3);7.522(8.0); 7.505(2.3); 7.495(13.5); 7.491(9.8); 7.483(7.2);7.478(10.2); 7.466(3.7); 7.464(3.4); 7.027(1.6); 7.023(1.6);6.991(13.4); 6.986(13.5); 4.024(3.3); 4.005(10.2); 3.986(10.7);3.967(3.8); 3.330(740.6); 2.654(0.3); 2.617(4.2); 2.614(5.8);2.610(4.3); 2.608(2.0); 2.541(107.4); 2.523(9.6); 2.520(12.2);2.517(12.2); 2.508(293.4); 2.505(638.6); 2.502(886.8); 2.499(648.0);2.496(303.5); 2.425(0.5); 2.389(4.2); 2.386(5.7); 2.383(4.2);2.076(0.4); 1.298(0.5); 1.258(0.7); 1.235(2.0); 0.854(0.4); 0.096(0.9);0.005(6.4); 0.000(218.1); −0.006(7.0); −0.100(0.8) I-1-636: HPLC-MS:logP = 2.31; mass (m/z): 375.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.101(11.1); 8.477(15.8); 8.471(16.0); 8.320(14.0); 8.314(13.5);8.288(4.9); 8.282(4.4); 8.267(5.4); 8.261(9.0); 8.255(4.8); 8.240(4.9);8.234(4.4); 6.855(10.9); 6.849(10.5); 6.767(4.7); 6.636(11.5);6.505(5.5); 4.389(12.5); 4.379(14.5); 4.367(12.6); 3.333(181.6);3.196(12.5); 3.185(14.3); 3.174(11.6); 2.998(0.4); 2.677(0.4);2.673(0.6); 2.668(0.4); 2.543(53.4); 2.513(37.1); 2.508(71.2);2.504(90.8); 2.499(64.8); 2.495(31.1); 2.335(0.4); 2.331(0.6);2.326(0.4); 1.234(0.5); 0.000(7.8) I-1-637: HPLC-MS: logP = 2.50; mass(m/z): 397.0 (M + H)⁺; ¹H-NMR(601.6 MHz, DMSO-D₆): δ = 11.433(6.9);8.485(12.8); 8.481(13.4); 8.359(11.9); 8.354(11.8); 8.312(0.7);8.282(3.6); 8.278(3.5); 8.268(3.9); 8.264(6.9); 8.260(3.8); 8.250(3.8);8.246(3.7); 8.219(0.4); 7.742(6.2); 7.734(6.5); 7.727(6.6); 7.719(6.3);7.523(6.3); 7.518(6.6); 7.508(6.7); 7.503(6.3); 7.317(3.7); 7.312(3.5);7.303(6.5); 7.298(5.8); 7.289(3.5); 7.284(3.0); 7.020(1.0); 7.015(1.0);6.989(15.9); 6.985(16.0); 3.330(826.5); 2.996(0.4); 2.654(0.9);2.617(3.9); 2.614(5.4); 2.611(4.0); 2.541(226.1); 2.523(8.7);2.520(11.0); 2.517(11.5); 2.507(274.7); 2.505(587.5); 2.502(810.6);2.499(609.9); 2.425(1.0); 2.389(3.8); 2.386(5.3); 2.383(3.9);1.298(0.4); 1.258(0.6); 1.235(2.2); 0.854(0.3); 0.097(0.7); 0.005(5.5);0.000(168.9); −0.006(6.3); −0.100(0.7) I-1-638: HPLC-MS: logP = 2.70;mass (m/z): 403.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.627(14.4); 11.483(0.9); 8.484(13.8); 8.478(14.6); 8.367(12.7);8.361(12.8); 8.317(0.7); 8.287(4.1); 8.280(3.9); 8.266(4.4); 8.259(7.7);8.253(4.1); 8.238(4.2); 8.232(3.8); 8.079(0.8); 7.907(9.1); 7.887(11.0);7.826(8.7); 7.806(12.0); 7.713(6.5); 7.693(9.8); 7.673(4.0); 7.599(0.5);7.400(0.7); 7.379(1.3); 7.358(0.6); 6.980(16.0); 6.973(15.9);6.923(1.1); 6.917(1.1); 5.758(1.3); 3.328(207.6); 3.101(0.5);3.086(0.4); 2.676(1.5); 2.671(2.1); 2.667(1.5); 2.507(244.3);2.502(317.7); 2.498(231.5); 2.333(1.5); 2.329(2.0); 2.325(1.5);1.259(0.4); 1.235 (0.7); 1.191(0.8); 1.173(1.4); 1.158(0.9); 1.141(0.6);1.030(0.5); 0.146(0.6); 0.008(5.7); 0.000(133.5); −0.008(5.4);−0.150(0.6) I-1-639: HPLC-MS: logP = 2.16; mass (m/z): 323.1 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 9.672(2.2); 8.462(2.4); 8.456(2.4);8.293(2.2); 8.287(2.1); 8.270(0.7); 8.264(0.6); 8.249(0.8); 8.243(1.3);8.236(0.7); 8.221(0.7); 8.215(0.6); 6.883(2.8); 6.877(2.7); 4.183(1.7);4.174(2.4); 4.169(2.1); 4.163(2.5); 4.084(2.6); 4.079(2.1); 4.074(2.4);4.065(1.6); 3.345(19.7); 2.545(7.8); 2.514(3.6); 2.510(6.9); 2.506(8.8);2.501(6.2); 2.497(2.9); 2.199(16.0); 0.000(0.5) I-1-640 see SynthesisExample 23 I-1-641 see Synthesis Example 32 I-1-642: HPLC-MS: logP =3.40; mass (m/z): 445.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.458(4.1); 8.430(3.2); 8.424(3.4); 8.417(5.1); 8.405(5.1); 8.080(1.3);7.852(0.3); 7.837(2.1); 7.830(0.7); 7.819(3.0); 7.791(2.3); 7.786(1.8);7.778(2.8); 7.769(4.3); 7.759(2.6); 7.756(2.3); 7.750(2.3); 7.714(1.8);7.697 (4.8); 7.679(2.3); 7.639(2.1); 7.627(4.0); 7.614(2.1); 7.450(0.5);7.442(3.7); 7.437(1.2); 7.425(1.4); 7.420(6.9); 7.415(1.4); 7.403(1.1);7.398(3.3); 7.390(0.3); 7.144(0.4); 6.998(4.5); 6.991(4.5); 4.056(1.2);4.038(3.7); 4.020(3.8); 4.003(1.3); 3.326(23.2); 2.671(0.3);2.511(20.3); 2.507(40.2); 2.503(52.7); 2.498(38.1); 2.494(18.4);2.329(0.3); 1.989(16.0); 1.193(4.3); 1.175(8.5); 1.157(4.2); 0.008(0.9);0.000(22.5); −0.009(0.8) I-1-643 see Synthesis Example 24 I-1-644:HPLC-MS: logP = 0.99; mass (m/z): 304.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.958(1.2); 8.035(0.9); 8.032(0.9); 8.029(0.9);7.937(1.9); 7.935(1.8); 7.829(1.7); 7.598(0.6); 7.576(0.4); 7.397(1.1);7.376(1.8); 7.355(0.8); 6.905(1.6); 6.899(1.6); 4.123(1.2); 4.109(3.7);4.096(3.8); 4.083(1.3); 3.877 (7.2); 3.341(27.3); 3.177(16.0);3.164(15.3); 2.513(3.4); 2.508(6.8); 2.504(8.8); 2.499(6.4); 2.495(3.1);0.008 (0.6); 0.000(13.6); −0.008(0.6) I-1-645: HPLC-MS: logP = 2.41;mass (m/z): 303.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.571(2.6);8.001(2.0); 7.996(2.0); 7.611(0.6); 7.605(0.6); 7.595(0.5); 7.589(1.3);7.584(0.5); 7.573(0.6); 7.568(0.8); 7.552(0.4); 7.390(2.2); 7.369(3.7);7.348(1.7); 7.188(1.6); 7.184(1.8); 7.178(1.8); 7.174(1.7); 7.009 (1.6);7.004(2.4); 6.999(1.6); 6.899(3.2); 6.893(3.2); 6.064(1.8); 6.058(1.9);6.055(1.9); 6.048(1.7); 5.757(1.7); 3.896(16.0); 3.330(11.0);2.511(5.0); 2.507(9.8); 2.503(12.8); 2.498(9.2); 2.494(4.6) I-1-646:HPLC-MS: logP = 0.70; mass (m/z): 305.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.065(3.1); 8.480(2.8); 8.474(2.9); 8.320(2.5);8.314(2.5); 8.288(0.8); 8.282(0.8); 8.267(0.9); 8.261(1.6); 8.255(0.9);8.240(0.8); 8.234(0.8); 7.985(4.6); 7.839(4.1); 6.967(3.2); 6.960(3.2);3.878(16.0); 3.330(8.2); 2.508(14.0); 2.504(18.1); 2.500(13.7) I-1-647:HPLC-MS: logP = 2.16; mass (m/z): 304.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.673(2.9); 8.472(2.6); 8.466(2.7); 8.291(2.3);8.285(2.3); 8.276(0.9); 8.270(0.8); 8.255(0.9); 8.249(1.5); 8.243(0.8);8.228(0.8); 8.222(0.8); 7.241(1.7); 7.237(1.8); 7.231(1.8); 7.227(1.8);7.021(1.7); 7.017(2.5); 7.012 (1.7); 6.962(3.1); 6.956(3.1); 6.075(1.7);6.069(1.9); 6.065(1.9); 6.059(1.7); 3.898(16.0); 3.332(19.5);2.508(11.1); 2.504(14.2); 2.500(10.4) I-4-1 HPLC-MS: logP = 2.75; mass(m/z): 336.1 (M + H)⁺; ¹H-NMR [CD₃CN] 3.45 (t, 2H), 3.79 (t, 2H),6.93-7.01 (m, 2H), 7.10-7.18(m, 1H), 7.39-7.51(m, 3H), 7.54-7.57(m, 1H),9.01(br. s, 1H). I-4-2 see Synthesis Example 6 I-4-3 HPLC-MS: logP =2.59; mass (m/z): 338.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 3.41 (t, 2H), 3.76(t,2H), 7.06- 7.12(m, 2H), 7.17-7.23(m, 3H), 7.53-7.61(m, 1H), 11.46(br. s,1H). I-4-4: HPLC-MS: logP = 2.31; mass (m/z): 428.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 8.772(2.9); 7.888(4.7); 7.886(4.5);7.868(4.9); 7.866(4.6); 7.455(2.4); 7.453(2.2); 7.437(5.6); 7.434(5.3);7.418(3.8); 7.415(3.5); 7.382(0.4); 7.338(4.8); 7.333(5.2); 7.319(3.6);7.314(3.5); 7.214(1.0); 7.199(2.3); 7.195(3.8); 7.191(4.1); 7.184(1.4);7.177(6.7); 7.172(5.3); 7.164(1.9); 7.161(2.0); 7.157(5.3); 7.153(2.7);7.142(1.6); 7.133(0.4); 7.036(0.7); 7.030(1.1); 7.020(6.5); 7.014(0.9);7.010(1.0); 6.999(8.3); 6.997(8.4); 6.987(1.2); 6.976(4.5); 6.965(0.9);6.961(0.6); 6.954(0.4); 6.932(0.6); 6.910(0.3); 3.815(2.6); 3.812(4.3);3.809(2.5); 3.799(5.4); 3.796(8.9); 3.792(5.0); 3.783(3.0); 3.780(4.6);3.776(2.6); 2.816(8.0); 2.800(16.0); 2.784(7.5); 2.626(0.5);2.132(38.3); 2.119(0.6); 2.113(0.7); 2.107(0.9); 2.100(0.6); 1.971(1.2);1.964(4.9); 1.957(6.0); 1.952(53.4); 1.945(100.4); 1.939(140.1);1.933(95.4); 1.927(48.4); 1.920(1.6); 1.914(0.8); 1.780(0.3);1.774(0.6); 1.768(0.9); 1.762(0.6); 1.437(5.1); 1.372(0.8); 1.285(0.4);1.277(1.0); 1.270(0.4); 1.203(0.6); 0.146(1.0); 0.008(9.1);0.000(253.6); −0.009(7.8); −0.150(1.1) I-4-5: HPLC-MS: logP = 2.21; mass(m/z): 316.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.768(3.7);7.470(0.3); 7.426(0.4); 7.420(0.4); 7.371(2.1); 7.368(2.3); 7.349(10.6);7.331(10.4); 7.307(0.6); 7.287(0.8); 7.270(1.0); 7.267(1.0); 7.246(7.6);7.228(7.7); 7.207(2.5); 7.183(1.3); 7.168(2.3); 7.163(2.1); 7.161(1.8);7.153(1.6); 7.147(4.2); 7.141(2.3); 7.133(2.0); 7.130(2.1); 7.126(3.2);7.111(1.8); 7.095(0.5); 7.087(0.5); 7.074(0.5); 7.068(0.4); 7.062(0.4);7.058(0.4); 7.054(0.5); 7.039(0.4); 7.029(0.9); 7.023(1.3); 7.012(6.9);7.003(1.3); 6.990(9.4); 6.989(9.4); 6.978(1.6); 6.968(5.2); 6.956(1.2);6.952(1.1); 6.940(1.1); 6.927(0.5); 6.918(0.7); 6.905(0.4); 6.882(0.4);3.832(0.5); 3.813(4.9); 3.797(9.8); 3.781(5.3); 3.692(0.5); 3.669(0.9);3.645(0.6); 3.130(0.6); 3.106(1.1); 3.082(0.7); 2.881(0.4); 2.765(8.2);2.749(16.0); 2.733(7.8); 2.452(0.7); 2.430(0.7); 2.407(1.2); 2.391(1.5);2.353(0.4); 2.343(0.4); 2.308(1.5); 2.275(38.7); 2.248(0.8); 2.225(4.0);2.136(25.8); 2.119(0.4); 2.112(0.6); 2.106(0.6); 2.100(0.4); 1.963(2.8);1.957(3.5); 1.951(27.3); 1.945(50.8); 1.939(70.1); 1.933(47.4);1.926(24.0); 1.912(1.0); 1.767(0.4); 1.599(0.6); 1.372(5.8); 1.362(0.5);1.340(2.7); 1.294(0.7); 1.285(3.4); 1.276(7.0); 1.271(1.8); 1.263(0.8);1.260(0.7); 1.243(0.4); 1.215(1.3); 1.197(2.4); 1.179(1.2); 1.001 (1.2);0.983(2.3); 0.966(1.1); 0.146(0.6); 0.008(5.4); 0.000(132.4);−0.009(4.1); −0.150(0.6) I-4-6: HPLC-MS: logP = 4.45; mass (m/z): 434.1(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 7.618(1.8); 7.598(1.9);7.381(0.7); 7.378(0.7); 7.362(1.9); 7.359(1.8); 7.343(1.4); 7.340(1.2);7.261(1.3); 7.242(2.2); 7.235(2.3); 7.223(1.0); 7.216(1.7); 7.153(0.4);7.148(0.4); 7.132(0.9); 7.126(0.3); 7.118(0.4); 7.111(0.6); 6.949(1.5);6.928(2.2); 6.906(1.1); 3.841(1.2); 3.816(2.6); 3.791(1.4); 3.159(1.4);3.134(2.7); 3.109(1.2); 2.352(16.0); 2.141(6.7); 1.963(0.5); 1.957(0.7);1.951(4.8); 1.945(8.9); 1.939(12.2); 1.933(8.3); 1.927(4.2); 1.341(0.3);1.285(0.4); 0.008(0.9); 0.000(19.9); −0.009(0.6) I-4-7: HPLC-MS: logP =2.34; mass (m/z): 370.1 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =8.897(2.7); 7.763(3.1); 7.745(4.3); 7.698(1.3); 7.682(3.7); 7.680(3.6);7.664(4.0); 7.659(3.5); 7.655(3.1); 7.653(3.5); 7.636(3.3); 7.634(3.2);7.617(1.4); 7.604(0.7); 7.594(0.5); 7.541(3.9); 7.540(3.9); 7.524(3.0);7.523(3.2); 7.240(0.3); 7.218(1.1); 7.203(2.1); 7.198(1.5); 7.196(1.5);7.188(1.2); 7.182(4.0); 7.176(1.6); 7.168(1.5); 7.166(1.7); 7.161(2.9);7.146(1.5); 7.035(0.7); 7.030(1.2); 7.020(6.6); 7.014(1.1); 7.009(1.1);6.997(8.9); 6.986(1.4); 6.975(4.8); 6.965(0.9); 6.960(0.7); 6.945(0.5);6.922(0.7); 6.901(0.4); 3.797(2.7); 3.794(4.5); 3.791(2.8); 3.781(5.5);3.778(9.1); 3.775(5.3); 3.765(3.0); 3.762(4.7); 3.759(2.7); 3.445(0.7);3.427(0.4); 3.279(0.5); 3.266(0.5); 2.754(8.2); 2.738(16.0); 2.721(7.6);2.146(9.8); 1.963(0.8); 1.957(1.1); 1.951(8.9); 1.945(16.6);1.939(23.0); 1.932(15.7); 1.926(8.0); 1.373(2.1); 1.341(0.9);1.285(1.2); 1.276(2.8); 1.270(1.5); 1.171(0.5); 1.006(0.5); 0.008(1.9);0.000(47.8); −0.009(1.5) I-4-8: HPLC-MS: logP = 2.37; mass (m/z): 378.0(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.819(2.3); 7.650(4.1);7.631(4.4); 7.629(4.4); 7.498(3.4); 7.495(3.7); 7.478(4.5); 7.474(4.7);7.458(0.7); 7.450(1.6); 7.445(4.2); 7.439(9.8); 7.432(7.3); 7.422(8.8);7.421(8.8); 7.404(1.5); 7.401(1.4); 7.397(0.6); 7.384(3.2); 7.377(2.6);7.368(2.1); 7.364(3.1); 7.361(2.2); 7.358(2.5); 7.348(3.5); 7.343(3.3);7.328(3.8); 7.325(3.8); 7.308(2.4); 7.304(2.2); 7.290(0.4); 7.286(0.4);7.259(0.3); 7.253(0.5); 7.245(0.6); 7.236(0.6); 7.231(0.4); 7.149(2.8);7.146(2.9); 7.130(3.7); 7.127(3.8); 7.111(1.9); 7.107(1.9); 5.447(2.0);3.813(5.6); 3.797(11.7); 3.780 (6.0); 3.390(0.4); 3.373(0.9);3.355(0.4); 2.876(7.8); 2.860(16.0); 2.843(7.4); 2.713(0.5);2.172(41.2); 2.169(40.4); 1.964(1.2); 1.958(1.5); 1.952(12.1);1.946(22.9); 1.940(32.1); 1.934(22.5); 1.928(12.0); 1.372(2.2);1.340(0.8); 1.285(1.0); 1.276(2.5); 1.271(1.0); 0.008(0.7); 0.000(19.6)I-2-1 see Synthesis Example 20 I-2-2 HPLC-MS: logP = 2.89; mass (m/z):333.0 (M + H)⁺; ¹H-NMR [CD₃CN] 7.43-7.47 (m, 1H), 7.48-7.55 (m, 4H),7.60-7.66 (m, 3H), 8.38 (s, 1H), 9.50 (br. s, 1H). I-2-3 HPLC-MS: logP =3.03; mass (m/z): 424.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.22-7.26 (m, 1H),7.48-7.55 (m, 4H), 7.61-7.66 (m, 2H), 7.97-7.99 (m, 1H), 8.38 (s, 1H),9.43 (br. s, 1H). I-2-4 HPLC-MS: logP = 2.54; mass (m/z): 368.0 (M +H)⁺; ¹H-NMR [CD₃CN] 7.48-7.56 (m, 2H), 7.62-7.66 (m, 2H), 7.73-7.76 (m,1H), 8.11-8.13 (m, 1H), 8.36 (s, 1H), 8.83-8.84 (m, 1H), 9.68 (br. s,1H). I-2-5 HPLC-MS: logP = 2.20; mass (m/z): 334.0 (M + H)⁺; 1H-NMR[CD₃CN] 7.46-7.56 (m, 3H), 7.56-7.66 (m, 2H), 8.01-8.03 (m, 1H), 8.38(s, 1H), 8.51-8.53 (m, 1H), 9.64 (br. s, 1H). I-2-6 HPLC-MS: logP =3.03; mass (m/z): 410.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.45-7.47 (m, 1H),7.53-7.56 (m, 1H), 7.58-7.60 (m, 1H), 7.69-7.77 (m, 3H), 7.81-7.85 (m,2H), 8.35 (s, 1H), 9.50 (br. s, 1H). I-2-7 HPLC-MS: logP = 2.93; mass(m/z): 376.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.42-7.64 (m, 7H), 7.81-7.83 (m,1H), 8.37 (s, 1H), 9.59 (br. s, 1H). I-2-8 HPLC-MS: logP = 2.58; mass(m/z): 411.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.43-7.49 (m, 1H), 7.53-7.61 (m,2H), 7.73-7.76 (m, 1H), 7.81-7.83 (m, 1H), 8.11-8.13 (m, 1H), 8.35 (s,1H), 8.83-8.84 (m, 1H), 9.67 (br. s, 1H). I-2-9 HPLC-MS: logP = 2.29;mass (m/z): 377.9 (M + H)⁺; ¹H-NMR [CD₃CN] 7.44-7.50 (m, 2H), 7.53-7.61(m, 2H), 7.81-7.83 (m, 1H), 8.01-8.03 (m, 1H), 8.37 (s, 1H), 8.51-8.53(m, 1H), 9.62 (br. s, 1H). I-2-10 HPLC-MS: logP = 2.38; mass (m/z):368.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.70-7.81 (m, 4H), 7.87-7.88 (m, 1H),8.32-8.34 (m, 1H), 8.42 (s, 1H), 8.61-8.63 (m, 1H), 11.85 (br. s, 1H).I-2-11 HPLC-MS: logP = 2.60; mass (m/z): 402.0 (M + H)⁺; ¹H-NMR [CD₃CN]7.58-7.61 (m, 1H), 7.72-7.76 (m, 3H), 7.84-7.86 (m, 1H), 8.12-8.14 (m,1H), 8.55-8.56 (m, 1H), 8.94 (br. s, 1H). I-2-12 HPLC-MS: logP = 2.22;mass (m/z): 334.0 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.45-7.49 (m, 1H),7.51-7.60 (m, 2H), 7.64-7.66 (m, 1H), 7.70-7.73 (m, 1H), 8.32-8.34 (m,1H), 8.44 (s, 1H), 8.61-8.63 (m, 1H), 11.77 (s, 1H). I-2-13 HPLC-MS:logP = 2.26; mass (m/z): 377.9 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.43-7.47 (m,1H), 7.49-7.53 (m, 1H), 7.60-7.63 (m, 1H), 7.71-7.75 (m, 2H), 8.32-8.34(m, 1H), 8.44 (s, 1H), 8.61-8.63 (m, 1H), 11.75 (s, 1H). I-2-14 HPLC-MS:logP = 2.36; mass (m/z): 425.9 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.23-7.28 (m,1H), 7.49-7.56 (m, 2H), 7.70-7.72 (m, 1H), 7.94-7.96 (m, 1H), 8.32-8.34(m, 1H), 8.43 (s, 1H), 8.61-8.63 (m, 1H), 11.69 (s, 1H). I-2-15 HPLC-MS:logP = 2.09; mass (m/z): 336.1 (M + H)⁺; ¹H-NMR [DMSO-D₆] 7.25-7.30 (m,2H), 7.59-7.67 (m, 1H), 7.71-7.74 (m, 1H), 8.32-8.35 (m, 1H), 8.44 (s,1H), 8.62-8.63 (m, 1H), 12.07 (s, 1H). I-2-16 HPLC-MS: logP = 2.19; mass(m/z): 389.9 (M + H)⁺; ¹H-NMR [DMSO-D₆] 3.88 (s, 3H), 7.70-7.73 (m, 1H),8.31-8.34 (m, 1H), 8.38 (s, 1H), 8.61-8.63 (m, 1H), 11.60 (s, 1H).I-2-17 HPLC-MS: logP = 2.46; mass (m/z): 412.0 (M + H)⁺; ¹H-NMR[DMSO-D₆] 7.61-7.65 (m, 1H), 7.72-7.83 (m, 3H), 7.87-7.88 (m, 1H), 8.39(s, 1H), 8.45-8.47 (m, 1H), 8.64-8.66 (m, 1H), 11.84 (s, 1H). I-2-18HPLC-MS: logP = 2.43; mass (m/z): 469.8 (M + H)⁺; ¹H-NMR [DMSO-D₆]7.23-7.28 (m, 1H), 7.49-7.56 (m, 2H), 7.61-7.64 (m, 1H), 7.94-7.96 (m,1H), 8.40 (s, 1H), 8.44-8.47 (m, 1H), 8.64-8.65 (m, 1H), 11.68 (s, 1H).I-2-19: HPLC-MS: logP = 3.21; mass (m/z): 401.0 (M + H)⁺; 1¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.142(10.9); 7.903(4.9); 7.884(7.4); 7.855(2.3);7.837(5.7); 7.818(6.2); 7.811(6.5); 7.807(6.4); 7.792(11.9);7.787(10.1); 7.773(16.0); 7.764(8.2); 7.673(2.6); 7.670(2.9);7.655(6.0); 7.651(5.8); 7.635(4.5); 7.631(4.3); 7.621(5.3); 7.618(5.3);7.602(6.0); 7.599(6.0); 7.583(2.5); 3.324(66.4); 2.675(0.9); 2.671(1.2);2.666(0.9); 2.662(0.4); 2.524(4.5); 2.511(67.9); 2.506(132.1);2.502(171.5); 2.497(123.4); 2.493(59.6); 2.333(0.8); 2.329(1.1);2.324(0.8); 1.989(0.4); 1.397(1.3); 1.336(1.5); 1.299(2.5); 1.259(3.5);1.249(1.5); 1.235(1.4); 0.008(0.4); 0.000(9.1) I-2-20: HPLC-MS: logP =4.87; mass (m/z): 573.0 (M + H)⁺; 1¹H-NMR(400.0 MHz, DMSO-D₆): δ =7.924(9.9); 7.903(16.0); 7.880(11.4); 7.840(5.8); 7.824(11.5);7.805(6.5); 7.783(7.7); 7.764(9.3); 7.745(3.5); 7.698(3.5); 7.694(3.5);7.677(8.7); 7.675(7.2); 7.664(4.7); 7.660(5.9); 7.656(5.0); 7.652(4.2);7.642(9.4); 7.637(9.4); 7.633(3.7); 7.618(3.8); 7.613(2.4); 7.580(5.2);7.576(4.9); 7.561(5.8); 7.557(5.5); 7.542(2.3); 7.538(2.1); 3.831(0.3);3.812(0.3); 3.789(0.4); 3.770(0.5); 3.750(0.3); 3.329(18.1); 3.179(0.5);3.166(0.5); 2.678(0.4); 2.674(0.5); 2.669(0.3); 2.527(2.2); 2.514(31.1);2.509(59.6); 2.505(76.3); 2.500(54.7); 2.496(26.5); 2.336 (0.4);2.332(0.5); 2.327(0.4); 1.339(4.1); 1.301(2.0); 1.259(2.9); 1.250(5.0);1.235(2.1); 0.000(4.5) I-2-21: HPLC-MS: logP = 2.93; mass (m/z): 381.0(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.847(1.0); 7.854(1.4);7.834(1.9); 7.760(2.3); 7.752(4.9); 7.732(0.4); 7.721(0.9); 7.712(1.0);7.701(1.0); 7.692(0.8); 7.680(0.4); 7.649(1.1); 7.643(1.0); 7.635(0.9);7.630(1.2); 7.625(1.9); 7.622(1.5); 7.615(1.1); 7.610(1.0); 7.607(1.1);7.605(1.1); 7.597(1.7); 7.528(0.6); 7.516(1.9); 7.510(2.8); 7.502(2.9);7.492(2.1); 7.475(0.4); 5.446(2.0); 2.367(16.0); 2.141(22.9);1.963(0.7); 1.952(7.5); 1.945(13.8); 1.939(19.2); 1.933(13.2);1.927(6.7); 0.000(1.4) I-2-22: HPLC-MS: logP = 4.54; mass (m/z): 553.2(M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 7.815(2.2); 7.797(3.1);7.699(1.4); 7.695(2.7); 7.691(2.6); 7.684(9.7); 7.682(8.0); 7.675(3.1);7.665(1.5); 7.656(1.4); 7.646(1.2); 7.633(0.5); 7.552(0.7); 7.548(0.9);7.532(1.8); 7.528(2.0); 7.515(0.9); 7.511(1.0); 7.497(1.6); 7.493(1.5);7.477(0.8); 7.473(0.8); 7.463(1.1); 7.458(1.0); 7.444(1.5); 7.439(1.4);7.425(0.9); 7.421(0.8); 7.347(1.7); 7.343(1.5); 7.328(1.3); 7.323(1.1);2.386(16.0); 2.146(9.3); 1.964(0.6); 1.957(1.0); 1.952(8.9);1.946(16.7); 1.939(23.3); 1.933(16.0); 1.927(8.2); 1.436(6.0);1.372(3.1); 1.341(0.6); 1.285(0.8); 1.276(3.5); 0.000(1.6) I-2-23:HPLC-MS: logP = 3.64; mass (m/z): 550.9 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 8.489(11.3); 8.484(11.6); 8.477(11.6); 8.472(11.4);8.050(11.4); 8.045(11.2); 8.031(12.2); 8.026(11.6); 7.778(4.5);7.775(4.8); 7.759(5.7); 7.755(5.9); 7.572(1.6); 7.568(1.9); 7.553(5.2);7.549(4.8); 7.534(6.1); 7.530(5.4); 7.522(3.8); 7.516(6.0); 7.502(4.3);7.497(7.6); 7.490(7.9); 7.485(5.2); 7.478(2.6); 7.472(16.0); 7.466(4.2);7.460(12.3); 7.453(11.8); 7.441(11.3); 7.426(0.4); 7.420(0.4);7.241(0.4); 7.235(0.4); 5.448(4.6); 2.464(0.4); 2.269(0.4); 2.224(0.6);2.161(62.5); 2.114(0.5); 2.108(0.6); 2.102(0.4); 2.042(0.4); 1.965(5.5);1.959(9.0); 1.953(39.4); 1.947(68.6); 1.940(89.5); 1.934(60.7);1.928(30.8); 1.915(0.3); 1.775(0.4); 1.769(0.5); 1.763(0.4); 1.386(0.7);1.372(9.0); 1.340(2.1); 1.285(3.0); 1.276(10.2); 1.270(1.9); 1.216(0.4);0.881(0.4); 0.146(0.6); 0.008(6.2); 0.000(143.9); −0.009(4.3);−0.150(0.6) I-2-24: HPLC-MS: logP = 2.92; mass (m/z): 439.0 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 8.793(1.0); 7.989(2.0); 7.970(2.1);7.650(1.2); 7.637(1.3); 7.626(2.9); 7.614(1.7); 7.603(1.8); 7.574(1.3);7.555(2.4); 7.532(1.9); 7.513(4.6); 7.501(3.7); 7.493(3.1); 7.475(0.6);7.256(1.1); 7.239(1.9); 7.219(0.9); 2.424(16.0); 2.143(18.3);1.971(0.4); 1.964(1.3); 1.957(1.9); 1.952(12.6); 1.946(23.4);1.939(32.3); 1.933(22.4); 1.927(11.7); 1.372(3.1); 1.340(0.7);1.284(1.0); 1.276(3.3); 1.220(0.4); 0.000(0.9) I-2-25: HPLC-MS: log P =4.68; mass (m/z): 668.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =7.922(2.8); 7.921(2.9); 7.902(3.0); 7.901(3.0); 7.608(2.2); 7.604(2.4);7.589(3.0); 7.585(3.7); 7.581(1.4); 7.565(1.5); 7.561(1.7); 7.526(0.6);7.521(0.7); 7.507(1.3); 7.503(1.3); 7.488(0.9); 7.483(0.9); 7.478(1.0);7.474(1.0); 7.464(1.8); 7.462(1.9); 7.459(1.7); 7.455(1.5); 7.445(3.1);7.443(3.2); 7.436(0.8); 7.426(1.6); 7.424(1.6); 7.388(1.6); 7.383(1.4);7.368(1.1); 7.364(1.0); 7.192(1.6); 7.188(1.6); 7.172(2.5); 7.169(2.6);7.153(1.3); 7.149(1.4); 5.447(6.0); 2.443(16.0); 2.286(0.6);2.146(27.6); 1.964(0.5); 1.958(0.8); 1.952(7.2); 1.946(13.6);1.940(19.1); 1.933(13.1); 1.927(6.7); 1.372(2.4); 1.340(0.4);1.284(0.6); 1.276(2.7); 1.263(0.6); 1.216(0.5); 0.000(1.3) I-2-26:HPLC-MS: log P = 3.22; mass (m/z): 444.9 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 8.914(3.7); 7.860(6.0); 7.844(9.7); 7.830(7.3); 7.758(15.3);7.735(5.1); 7.715(4.7); 7.651(4.2); 7.632(6.7); 7.592(4.0); 7.573(7.0);7.554(3.9); 7.517(4.8); 7.497(6.6); 7.480(2.9); 7.447(0.4); 7.426(0.8);7.420(0.8); 7.262 (0.4); 7.257(0.4); 7.241(0.6); 7.236(0.5); 7.171(0.5);7.165(0.5); 7.150(0.3); 5.447(1.4); 2.144(88.5); 2.119(0.6); 2.113(0.9);2.107(1.0); 2.101(0.7); 2.095(0.4); 1.964(7.6); 1.958(11.2);1.952(60.9); 1.946(110.3); 1.940(148.5); 1.933(101.8); 1.927(52.0);1.914(0.8); 1.780(0.3); 1.774(0.6); 1.768(0.9); 1.762(0.6); 1.756(0.4);1.402(0.4); 1.396(0.4); 1.386(0.6); 1.372(14.2); 1.340(2.3); 1.284(3.2);1.276(16.0); 1.216(0.5); 0.881(0.3); 0.146 (0.8); 0.008(7.3);0.000(194.2); −0.009(6.2); −0.150(0.8) I-2-27: HPLC-MS: log P = 4.87;mass (m/z): 617.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 7.837(6.5);7.819(8.5); 7.816(8.0); 7.779(0.4); 7.769(2.5); 7.765(3.8); 7.745(16.0);7.741(10.2); 7.726(14.8); 7.722(12.9); 7.704(8.4); 7.686(5.6);7.682(5.1); 7.668(1.9); 7.664(1.7); 7.552(1.5); 7.549(1.8); 7.534(4.8);7.530(5.0); 7.515(5.3); 7.511(4.8); 7.504(3.8); 7.499(5.1); 7.485(4.1);7.480(5.3); 7.473(0.4); 7.466(1.9); 7.461 (1.7); 7.443(6.0); 7.438(5.4);7.424(3.6); 7.419(3.7); 2.467(0.3); 2.463(0.5); 2.458(0.3); 2.269(0.5);2.148(89.1); 2.119(0.6); 2.113(0.8); 2.107(1.0); 2.101(0.7); 2.095(0.4);1.964(8.3); 1.958(13.5); 1.952(65.0); 1.946(116.5); 1.940(154.0);1.933(105.1); 1.927(53.8); 1.914(0.8); 1.780(0.4); 1.774(0.7);1.768(0.9); 1.762(0.6); 1.756(0.3); 1.437(2.0); 1.376(1.5); 1.372(6.0);1.340(1.2); 1.285(1.6); 1.276(6.7); 1.217(0.4); 0.146(1.0); 0.008(8.3);0.000(245.9); −0.009(8.2); −0.150(1.0) I-2-28: HPLC-MS: log P = 2.77;mass (m/z): 445.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.999(3.6);8.855(6.0); 8.844(6.1); 8.816(0.7); 8.156(5.6); 8.137(6.1); 8.100(0.6);7.852(5.8); 7.832(6.5); 7.771(4.5); 7.759(5.2); 7.752(4.8); 7.740(4.5);7.723(0.9); 7.711(0.7); 7.693(0.4); 7.680(0.5); 7.651(4.3); 7.632(7.4);7.596(3.9); 7.577(6.8); 7.558(3.7); 7.521(4.5); 7.502(6.3); 7.484(2.9);7.464(0.8); 7.458(0.8); 7.447(0.7); 7.426(1.0); 7.420(0.9); 7.261(0.4);7.256(0.4); 7.241(0.7); 7.235(0.7); 7.171(0.5); 7.165(0.5); 7.150(0.4);7.144(0.3); 5.447(0.4); 2.141(55.3); 2.113(2.5); 2.107(2.2); 2.101(1.5);2.095(0.9); 1.964(9.6); 1.958(15.8); 1.952(80.9); 1.946(144.9);1.940(193.5); 1.934(133.4); 1.927(69.0); 1.780(0.5); 1.774(0.9);1.768(1.2); 1.762(0.8); 1.756(0.5); 1.386(0.8); 1.372(15.0); 1.340(4.2);1.285(5.5); 1.276(16.0); 1.217(0.6); 0.881(0.6); 0.858(0.4); 0.146(1.0);0.008(9.4); 0.000(227.6); −0.009(9.5); −0.150(1.1) I-2-29: HPLC-MS: logP = 3.09; mass (m/z): 412.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =8.843(1.6); 7.844(3.2); 7.825(3.6); 7.644(4.1); 7.588(2.8); 7.569(5.0);7.549(4.4); 7.537(5.5); 7.515(6.5); 7.495(6.1); 7.472(4.0); 7.453(3.1);7.426(1.5); 7.420(1.2); 7.261(0.4); 7.256(0.4); 7.240(0.6); 7.235(0.6);7.171(0.5); 7.165(0.5); 7.150(0.3); 7.143(0.3); 5.446(0.7); 2.139(37.2);2.119(0.4); 2.113(0.5); 2.107(0.7); 2.101(0.4); 1.964(4.9); 1.958(7.3);1.952(39.9); 1.946(71.4); 1.939(95.7); 1.933(65.2); 1.927(33.2);1.914(0.4); 1.774 (0.4); 1.768(0.6); 1.762(0.4); 1.432(1.3); 1.386(0.7);1.372(15.0); 1.340(2.8); 1.284(3.7); 1.276(16.0); 1.216(0.8);0.881(0.4); 0.857(0.4); 0.146(0.6); 0.008(4.8); 0.000(127.1);−0.009(3.7); −0.149(0.6) I-2-30: HPLC-MS: log P = 4.87; mass (m/z):550.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 7.774(2.2); 7.771(2.3);7.755(2.8); 7.751(2.8); 7.685(3.0); 7.682(4.9); 7.679(3.7); 7.666(3.5);7.664(5.0); 7.663(4.8); 7.661(4.2); 7.560(0.8); 7.556(1.0); 7.541(2.6);7.537(2.8); 7.522(2.8); 7.518(2.6); 7.512(0.7); 7.508(2.2); 7.503(2.8);7.495(0.5); 7.488(2.3); 7.484(3.2); 7.474(0.9); 7.463(11.2); 7.460(5.3);7.454(16.0); 7.451(8.7); 7.446(1.2); 7.440(2.0); 7.435(2.2); 7.431(1.0);7.425(1.2); 7.414(4.3); 7.403(5.0); 7.395(3.7); 7.393(2.8); 7.386(2.7);7.383(2.8); 7.374(1.9); 5.446(0.8); 2.547(1.0); 2.295(0.3); 2.137(11.6);1.964(2.5); 1.958(4.0); 1.952(18.6); 1.946(32.8); 1.940(43.2);1.933(29.8); 1.927(15.3); 1.372(2.4); 1.340(0.4); 1.284(0.6);1.276(2.6); 1.217(0.3); 0.015(0.3); 0.008(2.5); 0.000(69.8); −0.009(2.3)I-2-31: HPLC-MS: log P = 2.46; mass (m/z): 411.9 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 9.068(2.5); 8.524(4.9); 8.045(3.9); 8.028(4.2);7.848(4.7); 7.828(5.3); 7.650(3.1); 7.632(4.7); 7.591(3.9); 7.573(6.6);7.554(3.8); 7.517(5.4); 7.498(9.7); 7.482(6.7); 7.426(1.0); 7.420(1.0);7.411(0.4); 7.399(0.3); 7.393(0.3); 7.261(0.4); 7.256(0.4); 7.240(0.6);7.235(0.6); 7.171(0.5); 7.165(0.5); 7.150(0.3); 2.465(0.4); 2.460(0.5);2.455(0.4); 2.158(128.3); 2.120(0.7); 2.114(0.9); 2.107(1.1);2.101(0.8); 2.095(0.4); 1.964(8.6); 1.958(14.3); 1.952(67.7);1.946(119.5); 1.940(156.8); 1.934(106.8); 1.928(54.6); 1.915(1.0);1.781(0.4); 1.775(0.7); 1.769(1.0); 1.762(0.7); 1.756(0.4); 1.386(1.1);1.372(14.4); 1.340(3.8); 1.308(0.4); 1.297(0.7); 1.284(5.1);1.276(16.0); 1.270(3.4); 1.217(0.7); 1.200(0.6); 1.017(0.5); 0.963(0.4);0.881(0.6); 0.856(0.5); 0.708(0.4); 0.146(1.1); 0.008(9.6);0.000(260.2); −0.009(8.5); −0.019(0.5); −0.150(1.2) I-2-32: HPLC-MS: logP = 3.24; mass (m/z): 502.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =8.786(1.3); 7.997(1.8); 7.978(1.9); 7.846(2.2); 7.827(2.4); 7.634(1.8);7.589(2.2); 7.572(4.2); 7.554(3.4); 7.540(2.1); 7.516(3.8); 7.496(3.6);7.477(1.4); 7.448(0.4); 7.426(0.8); 7.420(0.8); 7.262(1.4); 7.256(1.6);7.248(1.9); 7.241(1.7); 7.235(1.6); 7.171(0.5); 7.165(0.6); 7.150(0.4);7.143(0.4); 5.446(0.5); 4.055(0.5); 2.134(27.2); 2.119(0.4); 2.113(0.5);2.107(0.5); 2.101(0.4); 1.971(1.1); 1.964(4.1); 1.958(6.4); 1.952(33.2);1.946(59.2); 1.939(78.9); 1.933(54.2); 1.927(27.9); 1.774(0.3);1.768(0.5); 1.437(1.0); 1.432(0.4); 1.386(0.6); 1.372(15.5); 1.340(2.9);1.285(4.0); 1.276(16.0); 1.216(1.6); 1.203(0.5); 0.881(0.4); 0.146(0.5);0.008(4.5); 0.000(110.1); −0.009(4.0); −0.150(0.5) I-2-33: HPLC-MS: logP = 3.06; mass (m/z): 471.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ =9.482(2.7); 8.371(16.0); 7.986(6.8); 7.967(6.9); 7.833(5.6); 7.830(5.7);7.813(6.3); 7.810(6.3); 7.611(3.1); 7.607(3.7); 7.591(7.6); 7.587(7.8);7.571(4.4); 7.568(4.4); 7.553(8.0); 7.550(8.3); 7.534(11.2);7.529(15.7); 7.511(6.6); 7.509(6.6); 7.492(2.3); 7.490(2.3); 7.483(4.4);7.479(4.1); 7.463(5.2); 7.460(4.8); 7.445(2.6); 7.440(2.4); 7.264(3.4);7.258(3.4); 7.246(4.0); 7.244(4.4); 7.241(4.4); 7.238(3.9); 7.226(2.8);7.221(2.7); 2.462(0.4); 2.148(212.3); 2.146(201.8); 2.119(0.9);2.113(1.2); 2.107(1.3); 2.101(0.9); 2.095(0.5); 1.964(12.7);1.958(20.2); 1.952(86.6); 1.946(151.0); 1.940(197.2); 1.933(135.1);1.927(69.2); 1.780(0.5); 1.774(0.8); 1.768(1.1); 1.762(0.8); 1.756(0.4);0.146(1.2); 0.008(12.3); 0.000(262.3); −0.009(9.9); −0.150(1.2) I-2-34:HPLC-MS: log P = 5.06; mass (m/z): 732.7 (M + H)⁺; ¹H-NMR(400.0 MHz,CD₃CN): δ = 7.934(7.3); 7.932(7.5); 7.914(7.8); 7.912(7.8); 7.782(3.0);7.778(3.2); 7.763(3.6); 7.759(3.9); 7.664(6.0); 7.660(6.3); 7.645(7.5);7.641(7.4); 7.569(1.0); 7.565(1.2); 7.550(3.3); 7.546(3.2); 7.531(3.7);7.527(3.3); 7.515(2.2); 7.510(3.7); 7.496(2.8); 7.490(7.0); 7.487(5.3);7.483(5.5); 7.478(3.6); 7.470(8.9); 7.468(8.7); 7.460(2.5); 7.451(4.2);7.449(4.4); 7.420(0.4); 7.212(4.3); 7.208(4.4); 7.192(6.8); 7.188(6.8);7.173(3.6); 7.169(3.6); 5.446(1.7); 4.068(0.5); 4.050(0.5); 2.306(0.4);2.140(20.6); 2.113(0.4); 2.107(0.5); 2.101(0.3); 1.971(2.4); 1.964(3.9); 1.958(6.4); 1.952(31.1); 1.946(55.0); 1.940(72.4); 1.933(49.2);1.927(25.2); 1.914(0.4); 1.768(0.4); 1.436(16.0); 1.386(0.3);1.371(4.8); 1.340(0.9); 1.284(1.2); 1.276(5.1); 1.221(0.6); 1.204(1.1);1.186(0.6); 0.146 (0.6); 0.008(4.8); 0.000(132.6); −0.009(4.1);−0.150(0.6) I-2-35 see Synthesis Example 21 I-2-36: HPLC-MS: logP =2.71; mass (m/z): 381.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.736(7.7); 8.464(16.0); 7.773(0.9); 7.757(2.0); 7.751(2.2);7.742(6.1); 7.735(4.2); 7.725(6.0); 7.722(6.6); 7.714(2.6); 7.698(1.1);7.627(3.7); 7.622(4.1); 7.608(5.1); 7.603(5.4); 7.526(2.3); 7.523(2.6);7.507(5.3); 7.505(5.6); 7.488(6.5); 7.485(8.6); 7.464(12.2); 7.446(5.5);7.442(8.8); 7.427(2.0); 7.423(1.8); 5.757(4.0); 3.327(14.2); 2.957(0.4);2.511(18.0); 2.507(35.2); 2.503(45.8); 2.498(33.8); 2.087(1.6);1.990(0.3); 0.008(1.3); 0.000(30.5); −0.008(1.2) I-2-37: HPLC-MS: logP =2.09; mass (m/z): 380.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.907(8.8); 8.526(4.9); 8.522(5.6); 8.515(5.4); 8.510(5.4);8.476(16.0); 8.089(4.9); 8.084(5.2); 8.070(5.5); 8.065(5.4); 7.777(0.9);7.761(2.0); 7.756(2.0); 7.739(3.8); 7.723(2.1); 7.718(2.5); 7.702(1.1);7.609(4.9); 7.597(5.0); 7.590(5.0); 7.578(4.5); 7.490(6.1); 7.469(10.8);7.447(5.0); 7.355(0.4); 7.333(0.6); 5.758(1.2); 5.461(0.4); 3.328(16.4);2.672(0.3); 2.508(43.2); 2.504(54.1); 2.499(42.0); 2.330(0.3);2.087(0.8); 0.000(0.8) I-2-38: HPLC-MS: logP = 2.66; mass (m/z): 335.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.753(7.9); 8.470(16.0);7.774(0.9); 7.758(2.1); 7.752(1.8); 7.736(3.9); 7.731(1.6); 7.720(2.0);7.715(2.4); 7.699(1.1); 7.659(4.3); 7.656(4.3); 7.641(5.3); 7.637(5.1);7.595(3.1); 7.593(3.3); 7.575(7.2); 7.573(6.9); 7.555(3.2); 7.551(3.2);7.537(5.1); 7.533(4.5); 7.517(2.7); 7.513(2.3); 7.486(9.9); 7.465(15.1);7.449(3.2); 7.444(5.7); 5.758(2.2); 3.330(10.7); 2.508(30.3);2.504(37.8); 2.499(27.3); 2.087(0.8); 0.000(26.6); −0.008(1.1) I-2-39:HPLC-MS: logP = 2.88; mass (m/z): 387.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 12.099(5.7); 8.465(16.0); 7.828(0.5); 7.809(1.7);7.800(1.1); 7.789(3.6); 7.776(6.4); 7.754(10.5); 7.739(5.2); 7.731(3.6);7.723(1.8); 7.718(2.2); 7.702(1.1); 7.603(0.4); 7.492(5.1); 7.470(8.8);7.449(4.0); 7.446(2.8); 7.376(0.5); 7.355(0.9); 7.333(1.6); 5.758(1.8);5.462(0.8); 3.327(8.0); 2.960(2.0); 2.673(0.3); 2.526(1.2); 2.513(20.5);2.509(40.7); 2.504(53.3); 2.500(38.8); 2.495(18.9); 2.331(0.3);0.000(1.2) I-2-40: HPLC-MS: logP = 2.90; mass (m/z): 432.9 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.440(9.1); 8.458(13.3); 8.393(0.6);7.844(12.1); 7.830(12.8); 7.772(1.1); 7.756(2.5); 7.750(2.2);7.740(1.8); 7.734(4.8); 7.728(2.5); 7.718(2.3); 7.713(3.0); 7.697(1.4);7.488(7.2); 7.467(12.5); 7.444(16.0); 7.430(10.8); 7.134(0.7);7.120(0.6); 5.757(1.5); 3.326(19.4); 2.677(0.3); 2.672(0.5); 2.668(0.4);2.526(1.6); 2.512(30.0); 2.508(60.1); 2.503(79.2); 2.499(58.5);2.495(29.4); 2.335(0.4); 2.330(0.5); 2.326(0.4); 0.000(1.7) I-2-41:HPLC-MS: logP = 2.81; mass (m/z): 427.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.679(7.8); 8.465(16.0); 7.961(5.4); 7.942(5.6);7.773(0.9); 7.757(1.9); 7.751(1.7); 7.741(1.3); 7.735(3.6); 7.730(1.4);7.719(1.8); 7.714(2.2); 7.698(1.0); 7.559(1.9); 7.554(2.6); 7.540(6.5);7.535(6.3); 7.528(4.4); 7.527(4.4); 7.509(5.1); 7.489(4.7); 7.485(5.7);7.464(9.6); 7.443(4.5); 7.275(2.6); 7.269(2.7); 7.255(3.6); 7.250(3.6);7.237(2.3); 7.232(2.2); 5.757(4.2); 3.333(39.2); 2.512(11.3);2.508(22.1); 2.503(28.8); 2.499(20.7); 2.495(9.9); 2.087(1.1);0.008(0.9); 0.000(21.4); −0.009(0.7) I-2-42: HPLC-MS: logP = 3.02; mass(m/z): 402.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.014(3.8);8.987(2.7); 8.985(2.6); 8.983(2.6); 8.981(2.6); 8.529(8.6); 8.498(0.6);8.480(1.6); 8.474(1.6); 8.457(1.7); 8.452(1.7); 8.169(2.7); 8.148(2.4);7.894(2.0); 7.874(2.5); 7.841(0.8); 7.822(1.7); 7.806(2.2); 7.786 (3.2);7.772(2.1); 7.755(1.7); 7.737(0.7); 5.759(16.0); 3.328(8.6); 2.528(0.6);2.523(0.9); 2.515(10.1); 2.510(19.8); 2.505(26.0); 2.501(18.8);2.496(8.9); 1.397(0.9); 1.338(2.5); 1.301(0.5); 1.260(0.8); 1.251(3.1);1.123(0.5); 0.984(0.5); 0.008(0.9); 0.000(23.4); −0.009(0.7) I-2-43:HPLC-MS: logP = 3.04; mass (m/z): 460.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.850(8.8); 8.986(6.2); 8.984(6.2); 8.983(6.2);8.980(6.1); 8.539(16.0); 8.479(3.7); 8.473(3.7); 8.456(4.3); 8.451(4.1);8.168(6.2); 8.146(5.4); 7.972(6.8); 7.953(6.9); 7.564(1.4); 7.558(2.6);7.545(8.7); 7.540(13.0); 7.523(6.2); 7.521(6.2); 7.504(2.0); 7.502(2.0);7.288(3.8); 7.282(3.6); 7.271(3.6); 7.268(4.2); 7.265(4.0); 7.262(3.9);7.251(3.0); 7.245(3.1); 5.757(1.3); 3.325(84.7); 2.676(0.6); 2.672(0.8);2.667(0.5); 2.525(2.5); 2.520(3.9); 2.512(42.4); 2.507(83.7);2.503(110.3); 2.498(79.8); 2.494(37.8); 2.334(0.6); 2.330(0.7);2.325(0.5); 1.233(0.4); 0.008(1.0); 0.000(27.0); −0.009(0.8) I-2-44:HPLC-MS: logP = 2.18; mass (m/z): 352.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.905(6.1); 8.481(2.6); 8.478(4.0); 8.476(2.7);8.469(3.0); 8.467(4.7); 8.462(16.0); 8.150(2.2); 8.146(2.2); 8.129(2.5);8.125(2.6); 8.123(2.5); 8.119(2.2); 8.102(2.4); 8.098(2.3); 7.883(3.1);7.864(4.0); 7.829(0.9); 7.811(2.7); 7.794(3.7); 7.776(5.3); 7.761(3.8);7.742(2.7); 7.725(1.1); 7.711(2.6); 7.702(2.9); 7.700(2.6); 7.691(4.3);7.681(2.3); 7.679(2.3); 7.670(2.0); 5.758(1.5); 4.039(0.8); 4.021(0.9);3.326(24.9); 2.754(0.4); 2.742(0.4); 2.673(0.4); 2.526(1.1); 2.521(1.7);2.513(20.7); 2.508(41.2); 2.503(53.8); 2.499(38.0); 2.494(17.5);2.330(0.4); 1.990(3.9); 1.337(1.5); 1.300(0.3); 1.259(0.5); 1.250(1.9);1.234(0.6); 1.193(1.1); 1.175(2.2); 1.158(1.1); 0.008(1.2); 0.000(33.9);−0.009(1.0) I-2-45: HPLC-MS: logP = 1.76; mass (m/z): 352.9 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.069(5.8); 8.893(3.2); 8.881(3.2);8.482(3.9); 8.474(16.0); 8.302(3.1); 8.283(3.3); 8.154(1.9); 8.151(1.9);8.133(2.1); 8.130(2.4); 8.128(2.3); 8.124(1.9); 8.107(2.1); 8.103(2.0);7.890(2.8); 7.878(2.8); 7.870(2.7); 7.858(2.5); 7.717(1.9); 7.708(2.5);7.706(2.3); 7.696(3.5); 7.687(2.1); 7.685(2.0); 7.676(1.6); 3.328(28.6);3.177(0.6); 3.164(0.6); 2.526(0.9); 2.513(18.0); 2.508(35.9);2.504(47.0); 2.499(33.7); 2.495(16.1); 0.008(1.2); 0.000(33.5);−0.009(1.1) I-2-46: HPLC-MS: logP = 2.04; mass (m/z): 363.9 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.804(6.0); 8.476(16.0); 8.466(4.4);8.147(2.1); 8.143(2.0); 8.126(2.4); 8.122(2.8); 8.120(2.6); 8.116(2.2);8.099(2.4); 8.096(2.2); 7.747(3.9); 7.745(3.8); 7.728(4.7); 7.725(4.3);7.710(2.2); 7.701(2.8); 7.698(2.5); 7.689(3.9); 7.680(2.4); 7.677(2.2);7.668(1.9); 7.624(2.9); 7.620(3.2); 7.606(4.1); 7.601(4.3); 7.592(0.4);7.530(2.0); 7.528(2.0); 7.512(4.5); 7.509(4.2); 7.493(2.7); 7.490(2.4);7.470(2.9); 7.465(3.0); 7.451(3.5); 7.446(3.4); 7.432(1.6); 7.427(1.4);7.373(0.6); 5.757(13.5); 5.571(0.3); 4.057(0.9); 4.039(2.9); 4.021(2.9);4.004(1.0); 3.336(102.3); 2.527(0.7); 2.513(15.4); 2.509(30.7);2.504(39.9); 2.500(28.4); 2.496(13.7); 1.990(12.5); 1.194(3.3);1.176(6.6); 1.158(3.2); 0.008(1.6); 0.000(40.4); −0.009(1.5) I-2-47:HPLC-MS: logP = 1.49; mass (m/z): 365.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.976(5.7); 8.528(3.6); 8.523(3.8); 8.516(3.9);8.511(3.7); 8.494(0.3); 8.482(16.0); 8.469(3.8); 8.152(1.9); 8.148(1.8);8.131(2.2); 8.127(2.5); 8.125(2.3); 8.121(2.0); 8.104(2.1); 8.100(2.0);8.081(3.6); 8.076(3.7); 8.062(4.1); 8.057(3.8); 7.715(1.9); 7.706(2.5);7.703(2.2); 7.694(3.5); 7.685(2.1); 7.683(2.0); 7.674(1.6); 7.611(3.9);7.599(3.8); 7.592(3.7); 7.580(3.6); 5.756(6.7); 3.324(56.1); 2.676(0.4);2.672(0.5); 2.668(0.3); 2.542(0.3); 2.525(1.4); 2.512(28.8);2.507(56.4); 2.503(72.6); 2.498(51.9); 2.494(24.9); 2.334(0.3);2.330(0.4); 2.325(0.3); 0.146(0.4); 0.008(3.4); 0.000(83.3);−0.009(3.1); −0.150(0.4) I-2-48: HPLC-MS: logP = 1.99; mass (m/z): 318.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.819(5.6); 8.478(16.0);8.466(4.2); 8.147(2.1); 8.144(2.1); 8.126(2.4); 8.123(2.6); 8.120(2.5);8.117(2.2); 8.099(2.3); 8.096(2.3); 7.709(2.4); 7.700(2.7); 7.698(2.6);7.689(4.2); 7.680(2.3); 7.677(2.3); 7.668(2.0); 7.656(3.1); 7.652(3.2);7.637(3.9); 7.633(4.0); 7.597(2.1); 7.593(2.5); 7.577(5.2); 7.574(5.4);7.558(2.5); 7.554(2.6); 7.540(3.9); 7.535(3.5); 7.520(2.1); 7.515(1.8);7.489(3.1); 7.486(3.1); 7.471(4.1); 7.467(4.0); 7.452(1.6); 7.449(1.5);5.757(2.8); 4.039(0.5); 4.021(0.5); 3.328(41.2); 2.672(0.3); 2.526(1.0);2.512(19.3); 2.508(38.8); 2.503(51.0); 2.499(36.4); 2.494(17.3);1.990(2.1); 1.193(0.7); 1.175(1.3); 1.158(0.6); 0.008(1.9); 0.000(49.7);−0.009(1.8) I-2-49: HPLC-MS: logP = 2.26; mass (m/z): 370.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.170(5.7); 8.483(4.0); 8.474(16.0);8.461(0.7); 8.155(1.9); 8.152(2.1); 8.135(2.2); 8.131(2.5); 8.129(2.4);8.125(2.1); 8.108(2.2); 8.104(2.1); 8.059(0.3); 7.832(0.5); 7.811(1.5);7.802(0.9); 7.792(3.1); 7.778(5.1); 7.755(7.9); 7.738(2.3); 7.732(2.7);7.719(2.1); 7.710(2.5); 7.707(2.4); 7.698(3.7); 7.689(2.1); 7.686(2.1);7.677(1.8); 7.614(0.4); 7.602(0.4); 7.594(0.3); 7.582(0.4); 7.376(1.0);5.760(1.6); 5.575(0.6); 4.058(0.6); 4.041(1.7); 4.023(1.7); 4.005(0.6);3.332(12.9); 2.529(0.5); 2.515(11.8); 2.511(23.1); 2.506(30.0);2.502(21.6); 1.992(7.3); 1.195(1.9); 1.177(3.9); 1.159(1.9); 0.008(1.2);0.000(29.7); −0.009(1.0) I-2-50: HPLC-MS: logP = 2.20; mass (m/z): 415.9(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.536(8.6); 8.477(16.0);8.464(5.3); 8.147(2.6); 8.144(2.6); 8.126(3.0); 8.123(3.2); 8.120(3.1);8.117(2.7); 8.099(2.9); 8.096(2.8); 7.850(9.6); 7.836(10.3); 7.703(2.7);7.694(3.2); 7.691(3.1); 7.682(4.8); 7.673(2.7); 7.671(2.7); 7.662(2.2);7.476(9.7); 7.463(9.0); 5.757(0.4); 3.329(61.9); 2.674(0.3);2.513(19.2); 2.509(38.1); 2.505(49.9); 2.500(36.1); 2.496(17.6);1.990(0.5); 0.008(1.8); 0.000(45.1); −0.008(1.7) I-2-51: HPLC-MS: logP =2.14; mass (m/z): 410.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.745(6.8); 8.474(16.0); 8.469(4.1); 8.466(4.9); 8.449(0.3);8.147(2.3); 8.143(2.2); 8.126(2.6); 8.122(2.9); 8.120(2.8); 8.117(2.4);8.099(2.5); 8.096(2.4); 7.963(5.1); 7.944(5.3); 7.709(2.4); 7.700(3.1);7.698(2.8); 7.689(4.2); 7.679(2.5); 7.677(2.4); 7.668(2.0); 7.556(1.1);7.551(2.0); 7.537(6.4); 7.531(9.8); 7.514(4.6); 7.512(4.5); 7.495(1.5);7.493(1.4); 7.372(0.4); 7.277(2.4); 7.272(2.4); 7.260(2.7); 7.258(3.0);7.254(3.0); 7.240(2.0); 7.235(2.0); 5.756(14.7); 4.039(0.7); 4.021(0.7);3.333(94.6); 2.513(17.3); 2.508(33.6); 2.504(43.3); 2.499(31.0);2.495(15.1); 1.990(3.0); 1.193(0.8); 1.176(1.5); 1.158(0.7); 0.008(1.7);0.000(40.5); −0.008(1.6) I-2-52: HPLC-MS: logP = 3.74; mass (m/z): 540.1(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 8.600(3.9); 8.596(4.1);8.588(4.1); 8.585(4.1); 8.424(16.0); 8.256(4.0); 8.252(4.0); 8.235(4.4);8.231(4.2); 8.023(4.7); 8.004(5.4); 7.867(5.2); 7.847(6.4); 7.792(2.6);7.790(2.7); 7.774(5.8); 7.771(5.5); 7.755(3.9); 7.736 (4.6); 7.724(8.0);7.716(4.5); 7.704(8.9); 7.686(1.9); 3.326(20.7); 2.672(0.4); 2.525(1.3);2.521(1.9); 2.512(23.3); 2.508(47.0); 2.503(62.0); 2.498(44.2);2.494(21.0); 2.330(0.4); 1.337(1.3); 1.300(0.3); 1.259(0.6); 1.250(1.6); 1.235(0.5); 1.091(0.4); 0.000(7.9) I-2-53: HPLC-MS: log P = 2.33;mass (m/z): 382.0 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.899(0.8);8.530(1.7); 8.521(1.8); 8.101(1.5); 8.098(1.5); 8.080(1.6); 8.078(1.6);7.855(1.5); 7.836(1.9); 7.769(3.2); 7.758(4.3); 7.736(0.4); 7.723(0.9);7.712(1.1); 7.703(1.0); 7.692(0.8); 7.683(0.4); 7.554(1.4); 7.543(1.4);7.534(1.4); 7.522(1.3); 4.068(0.6); 4.050(0.6); 2.385(16.0);2.142(10.7); 1.971(2.8); 1.964(0.8); 1.952(10.4); 1.946(19.4);1.939(27.2); 1.933(18.7); 1.927(9.5); 1.372(4.0); 1.340(0.8);1.285(1.2); 1.277(4.5); 1.221(0.7); 1.203(1.4); 1.186(0.7); 0.000(3.4)I-2-54: HPLC-MS: log P = 3.93; mass (m/z): 554.1 (M + H)⁺; ¹H-NMR(400.0MHz, CD₃CN): δ = 8.491(1.5); 8.487(1.5); 8.479(1.6); 8.475(1.5);8.009(1.5); 8.006(1.5); 7.989(1.7); 7.985(1.6); 7.808(2.4); 7.790(3.2);7.697(4.6); 7.687(8.8); 7.672(2.2); 7.660(1.8); 7.653(1.4); 7.641(1.3);7.630(0.5); 7.554(1.7); 7.542(1.6); 7.534(1.5); 7.522(1.5); 2.409(16.0);2.138(12.5); 2.137(12.4); 1.964(0.9); 1.952(11.7); 1.946(21.9);1.939(30.7); 1.933(21.1); 1.927(10.8); 1.372(4.0); 1.341(0.8);1.285(1.0); 1.276(4.3); 0.000(3.7) I-2-55: HPLC-MS: logP = 1.95; mass(m/z): 369.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.994(1.1);8.890(2.9); 8.881(2.8); 8.879(2.9); 8.630(4.1); 8.626(4.3); 8.618(4.3);8.615(4.3); 8.434(16.0); 8.346(4.2); 8.342(4.2); 8.326(4.7); 8.322(4.4);8.317(0.4); 8.307(2.6); 8.305(2.8); 8.288(3.0); 8.285(3.0); 7.887(2.7);7.875(2.7); 7.867(2.5); 7.855(2.5); 7.735(4.8); 7.724(4.5); 7.715(4.4);7.703(4.3); 3.327(33.8); 3.176(0.6); 3.164(0.6); 2.672(0.4); 2.525(1.1);2.521(1.7); 2.512(21.3); 2.508(43.0); 2.503(56.8); 2.498(40.9); 2.494(19.4); 2.330(0.4) I-2-56: HPLC-MS: logP = 1.66; mass (m/z): 369.1 (M +H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.930(5.8); 8.630(4.9);8.626(5.2); 8.618(5.2); 8.615(5.2); 8.566(4.2); 8.561(4.5); 8.554(4.5);8.549(4.4); 8.527(0.5); 8.522(0.5); 8.515(0.5); 8.510(0.5); 8.448(16.0);8.444(2.8); 8.345(5.0); 8.341(5.0); 8.325(5.5); 8.321(5.2); 8.158(4.3);8.153(4.4); 8.139(4.8); 8.134(4.5); 8.086(0.5); 8.081(0.5); 8.067(0.5);8.062(0.5); 7.735(5.6); 7.724(5.3); 7.715(5.2); 7.703(5.1); 7.610(0.5);7.594(4.7); 7.582(4.6); 7.575(4.5); 7.563(4.4); 5.757(0.6); 3.324(21.5);2.676(0.4); 2.671(0.5); 2.667(0.4); 2.525(1.6); 2.512(29.7);2.507(58.9); 2.502(77.0); 2.498(55.1); 2.493(26.1); 2.334(0.4);2.329(0.5); 2.325(0.3); 0.008(2.1); 0.000(57.1); −0.009(1.8) I-2-57:HPLC-MS: logP = 2.48; mass (m/z): 335.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 12.107(6.3); 8.630(4.7); 8.627(4.9); 8.619(4.9);8.615(4.9); 8.434(16.0); 8.347(4.8); 8.343(4.8); 8.326(5.3); 8.323(5.0);7.829(0.5); 7.809(1.5); 7.800(0.9); 7.790(3.4); 7.776(5.4); 7.754(9.0);7.737(7.7); 7.731(3.0); 7.725(5.3); 7.716(5.0); 7.705(4.9); 4.117(0.4);4.103(1.1); 4.090(1.1); 4.077(0.4); 3.329(21.5); 3.178(5.2); 3.165(5.0);2.526(0.8); 2.521(1.2); 2.513(14.6); 2.509(29.3); 2.504(38.6);2.499(27.7); 2.495(13.2); 1.338(0.8); 1.250(1.0); 0.008(1.0);0.000(27.6); −0.009(0.9) I-2-58: HPLC-MS: logP = 2.44; mass (m/z): 386.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.470(3.1); 8.626(2.6);8.622(2.8); 8.614(2.7); 8.610(2.7); 8.430(4.9); 8.341(2.7); 8.337(2.7);8.320(2.9); 8.317(2.8); 7.846(5.0); 7.833(5.3); 7.725(3.0); 7.714(2.9);7.705(2.7); 7.694(2.8); 7.454(4.4); 7.440(4.2); 3.323 (22.8);2.671(0.4); 2.524(1.2); 2.520(1.8); 2.511(21.9); 2.507(44.0);2.502(57.8); 2.497(41.3); 2.493(19.6); 2.329(0.4); 2.075(16.0);0.008(1.3); 0.000(36.9); −0.009(1.2) I-2-59: HPLC-MS: log P = 2.28; mass(m/z): 439.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.788(1.4);8.529(2.2); 8.519(2.2); 8.097(1.8); 8.077(2.0); 7.990(2.0); 7.970(2.1);7.583(1.3); 7.564(2.4); 7.552(2.0); 7.540(2.2); 7.532(3.0); 7.516(2.5);7.496(1.0); 7.426(0.5); 7.420(0.5); 7.257(1.2); 7.240(2.1); 7.220(0.9);7.171(0.4); 7.165(0.3); 5.446(0.7); 4.068(0.9); 4.050(0.9); 2.438(16.0);2.136(22.3); 1.971(3.9); 1.964(0.8); 1.952(10.2); 1.946(19.1);1.939(26.8); 1.933(18.5); 1.927(9.6); 1.372(8.9); 1.340(1.9);1.285(2.5); 1.276(9.5); 1.221(1.1); 1.216(0.3); 1.203(2.0); 1.185(1.0);0.000(2.4) I-2-60: HPLC-MS: log P = 2.57; mass (m/z): 459.9 (M + H)⁺;¹H-NMR(400.0 MHz, CD₃CN): δ = 8.818(1.7); 8.562(4.4); 8.560(4.4);8.551(4.5); 8.135(3.4); 8.115(3.6); 8.040(0.5); 8.019(0.7); 7.998(3.0);7.978(3.0); 7.612(4.6); 7.600(4.9); 7.591(5.0); 7.580(5.6); 7.563(2.9);7.540(2.5); 7.522(3.0); 7.503(1.3); 7.481(0.4); 7.470(0.6); 7.458(0.5);7.449(0.6); 7.426(0.6); 7.420(0.6); 7.269(1.8); 7.262(1.6); 7.250(2.9);7.241(1.8); 7.235(1.9); 7.171(0.5); 7.165(0.4); 6.986(0.5); 5.446(0.8);4.597(0.4); 3.598(0.3); 2.133(31.8); 2.119(0.5); 2.113(0.5); 2.107(0.7);2.101(0.5); 1.971(1.3); 1.964(4.1); 1.952(40.8); 1.946(73.8);1.940(99.7); 1.933(67.6); 1.927(34.1); 1.914(0.7); 1.774(0.5);1.768(0.6); 1.762(0.4); 1.386(1.1); 1.372(14.7); 1.340(5.7); 1.310(1.1);1.294(1.9); 1.285(8.3); 1.276(16.0); 1.271(7.7); 1.221(0.6); 1.216(1.4);1.204(0.6); 1.186(0.4); 0.898(0.7); 0.881(1.7); 0.874(1.1); 0.864(1.1);0.857(1.3); 0.838(0.8); 0.000(6.2) I-2-61: HPLC-MS: log P = 4.03; mass(m/z): 669.9 (M + H)⁺; ¹H-NMR(400.0 MHz, CD₃CN): δ = 8.511(1.4);8.507(1.4); 8.499(1.5); 8.495(1.4); 8.043(1.5); 8.039(1.4); 8.022(1.6);8.019(1.5); 7.910(3.2); 7.890(3.4); 7.614(2.4); 7.610(2.4); 7.595(3.1);7.591(3.0); 7.565(1.5); 7.553(1.4); 7.545(1.4); 7.533(1.3); 7.462(1.9);7.460(1.8); 7.443(3.5); 7.424(1.8); 7.422(1.7); 7.185(1.7); 7.181(1.6);7.165(2.9); 7.162(2.7); 7.146(1.5); 7.142(1.3); 5.446(1.5); 2.467(16.0);2.133(18.1); 1.972(0.5); 1.964(0.7); 1.952(9.5); 1.946(17.8);1.939(24.7); 1.933(17.0); 1.927(8.7); 1.372(2.9); 1.341(0.6);1.285(0.8); 1.276(3.1); 0.000(2.4) I-2-62: HPLC-MS: log P = 2.77; mass(m/z): 370.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.988(6.4);8.511(16.0); 8.459(1.5); 8.452(1.9); 8.440(2.3); 8.433(2.9); 8.422(1.3);8.415(2.1); 8.401(4.6); 8.396(4.8); 8.389(3.2); 7.879(3.5); 7.860(4.2);7.826(1.0); 7.805(3.3); 7.790(3.6); 7.763(8.3); 7.743(4.6); 7.724(1.1);5.756(0.9); 3.323(34.1); 2.676(0.5); 2.672(0.6); 2.667(0.5); 2.525(2.0);2.512(36.4); 2.507(72.3); 2.503(94.3); 2.498(67.4); 2.493(32.1);2.334(0.4); 2.329(0.6); 2.325(0.4); 1.352(0.6); 1.336(2.4); 1.299(0.8);1.259(1.3); 1.250(2.6); 1.234(0.8); 1.188(0.3); 0.008(2.3); 0.000(62.3);−0.009(2.0) I-2-63: see Synthesis Example 45 I-2-64: HPLC-MS: logP =2.54; mass (m/z): 402.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =12.039(7.3); 8.888(3.7); 8.878(3.6); 8.720(7.2); 8.715(8.3); 8.655(8.1);8.649(6.8); 8.459(16.0); 8.316(0.9); 8.299(3.5); 8.281(3.8); 7.884(3.1);7.872(3.1); 7.865(2.9); 7.853(2.8); 3.320(137.4); 2.675(2.0);2.671(2.7); 2.666(2.0); 2.524(7.9); 2.510(156.8); 2.506(305.6);2.501(398.3); 2.497(293.2); 2.493(143.3); 2.333(2.0); 2.328(2.7);2.324(2.0); 2.102(0.3); 1.336(1.9); 1.298(0.3); 1.259(0.5); 1.250(2.3);1.135(0.4); 0.989(0.4); 0.000(2.0) I-2-65: HPLC-MS: logP = 3.04; mass(m/z): 459.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.722(8.3);8.716(8.8); 8.711(10.3); 8.649(8.8); 8.643(7.5); 8.470(0.5);8.459(16.0); 8.444(0.7); 7.961(5.5); 7.942(5.7); 7.880(0.3); 7.553(1.3);7.547(2.2); 7.534(7.3); 7.529(11.1); 7.511(5.0); 7.509(5.1); 7.493(1.7);7.490(1.7); 7.451(0.3); 7.444(0.3); 7.337(0.4); 7.332(0.4); 7.276(3.0);7.270(3.0); 7.258(3.2); 7.256(3.5); 7.253 (3.3); 7.250(3.3); 7.239(2.6);7.233(2.5); 7.187(0.7); 7.182(0.8); 7.176(0.4); 5.756(7.2); 3.322(49.2);2.676(0.5); 2.671(0.8); 2.666(0.5); 2.524(2.3); 2.520(3.6); 2.511(41.0);2.506(82.0); 2.502(108.7); 2.497(78.3); 2.493 (36.7); 2.333(0.5);2.329(0.7); 2.324(0.5); 1.336(7.0); 1.299(1.5); 1.259(2.4); 1.249(9.4);1.234(0.8); 1.195(0.6); 1.187(0.3); 1.177(1.3); 1.159(0.6); 1.013(0.5);0.995(1.2); 0.977(0.5); 0.146(0.3); 0.008(3.2); 0.000(90.9);−0.009(2.7); −0.150(0.4) I-2-66: HPLC-MS: logP = 2.43; mass (m/z): 370.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.900(6.8); 11.873(0.6);8.770(0.9); 8.638(0.6); 8.632(0.7); 8.582(6.3); 8.576(6.6); 8.511(0.5);8.462(16.0); 8.436(0.3); 8.404(2.2); 8.397(2.1); 8.389(0.4); 8.383(2.3);8.377(3.5); 8.372(2.1); 8.357(2.2); 8.351(2.0); 7.882(3.5); 7.862(4.4);7.827(1.1); 7.808(3.1); 7.792(3.9); 7.772(5.7); 7.761(3.6); 7.757(4.0);7.742(3.3); 7.724(1.2); 5.756(7.4); 3.324(31.3); 2.676(0.5); 2.672(0.6);2.667(0.4); 2.525(2.1); 2.520(3.2); 2.512(34.8); 2.507(69.2);2.503(90.5); 2.498(64.6); 2.494(30.5); 2.334(0.4); 2.330(0.6);2.325(0.4); 1.989(1.2); 1.352(0.7); 1.337(3.0); 1.299(1.1); 1.259(1.6);1.250(3.5); 1.234(1.0); 1.193(0.4); 1.175(0.7); 1.158(0.4); 0.008(2.2);0.000(63.5); −0.009(2.1) I-2-67: HPLC-MS: logP = 2.00; mass (m/z): 371.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.060(7.9); 8.890(4.1);8.879(4.1); 8.586(6.9); 8.580(7.3); 8.472(16.0); 8.409(2.2); 8.403(2.1);8.388(2.4); 8.382(3.8); 8.377(2.2); 8.362(2.2); 8.356(2.0); 8.316(0.6);8.296(3.9); 8.278(4.3); 7.887(3.5); 7.875(3.5); 7.867(3.3); 7.855(3.2);5.756(3.5); 3.321(104.9); 2.675(1.5); 2.671(2.0); 2.666(1.5);2.541(1.0); 2.524(5.1); 2.510 (117.0); 2.506(231.7); 2.502(303.0);2.497(221.1); 2.493(108.8); 2.333(1.5); 2.329(2.0); 2.324(1.5);0.146(1.1); 0.008(9.9); 0.000(246.6); −0.008(9.3); −0.150(1.2) I-2-68:HPLC-MS: logP = 2.27; mass (m/z): 382.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.802(7.3); 8.582(6.5); 8.576(6.7); 8.477(13.5);8.401(2.2); 8.395(2.0); 8.380(2.4); 8.375(3.6); 8.369(2.1); 8.354(2.1);8.348(1.9); 7.747(4.4); 7.727(5.1); 7.725(4.6); 7.622(3.2); 7.618(3.4);7.603(4.6); 7.599(4.5); 7.530(2.3); 7.527(2.2); 7.511(5.1); 7.509(4.5);7.493(3.0); 7.490(2.6); 7.470(3.2); 7.465(3.2); 7.450(4.0); 7.446(3.7);7.431(1.8); 7.427(1.5); 5.757(16.0); 3.328(19.5); 2.509(22.6);2.504(28.4); 2.500(20.2); 1.990(0.7); 1.396 (0.4); 1.178(0.4);1.176(0.5); 1.161(0.7); 0.993(0.6); 0.008(0.5); 0.000(10.7); −0.009(0.4)I-2-69: HPLC-MS: logP = 1.71; mass (m/z): 382.9 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.973(7.3); 8.586(6.8); 8.580(7.4); 8.529(4.4);8.524(5.0); 8.517(4.8); 8.512(4.8); 8.484(16.0); 8.406(2.2); 8.400(2.1);8.385(2.5); 8.380(3.8); 8.374(2.4); 8.359(2.2); 8.353(2.0); 8.079(4.4);8.074(4.8); 8.060(5.0); 8.056(4.9); 7.611(4.8); 7.599(4.7); 7.592(4.6);7.580(4.3); 4.114(0.3); 4.101(1.0); 4.088(1.0); 4.074(0.4); 3.326(70.4);3.177(3.9); 3.163(3.8); 2.673(0.4); 2.508(46.7); 2.503(61.5);2.499(46.2); 2.330(0.4); 0.008(1.7); 0.000(37.9) I-2-70: HPLC-MS: logP =2.22; mass (m/z): 336.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.818(7.9); 8.582(7.7); 8.576(8.0); 8.481(16.0); 8.402(2.6);8.395(2.4); 8.381(2.8); 8.375(4.2); 8.370(2.5); 8.355(2.6); 8.349(2.3);7.655(3.9); 7.651(4.1); 7.636(5.1); 7.632(5.0); 7.597(2.7); 7.594(3.1);7.577(6.8); 7.574(6.8); 7.558(3.3); 7.554(3.3); 7.540(5.1); 7.536(4.4);7.521(2.8); 7.516(2.3); 7.490(4.1); 7.486(3.8); 7.471(5.3); 7.468(5.0);7.453(2.2); 7.449(2.0); 5.757(8.1); 3.328(19.6); 2.948(0.6); 2.527(0.6);2.513(13.9); 2.509(27.4); 2.504(35.2); 2.500(24.7); 2.495(11.5);1.991(1.0); 1.397(0.7); 1.176(0.6); 1.173(0.4); 1.155(0.8); 1.138(0.4);1.006(0.3); 0.988(0.7); 0.970(0.3); 0.008(0.6); 0.000(14.6); −0.009(0.5)I-2-71: HPLC-MS: logP = 2.51; mass (m/z): 388.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 12.166(6.6); 8.587(6.2); 8.580(6.6); 8.475(16.0);8.408(2.2); 8.402(2.0); 8.387(2.3); 8.382(3.5); 8.376(2.1); 8.362(2.2);8.355(2.0); 7.832(0.5); 7.811(1.5); 7.802(0.9); 7.792(3.1); 7.777(5.0);7.754(8.2); 7.737(2.3); 7.731(2.7); 5.758(4.8); 3.330(26.6); 2.528(0.5);2.515(11.2); 2.510(22.7); 2.506(29.8); 2.501(21.1); 2.497(9.8);1.991(0.7); 1.397(0.8); 1.177(0.4); 0.000(1.8) I-2-72: HPLC-MS: logP =2.44; mass (m/z): 433.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.525(10.8); 8.580(10.3); 8.574(11.0); 8.476(16.0); 8.402(3.5);8.396(3.2); 8.381(3.6); 8.377(4.6); 8.371(3.6); 8.356(3.4); 8.349(3.0);7.848(13.6); 7.834(14.4); 7.769(0.4); 7.756(0.5); 7.735(0.7);7.721(0.8); 7.468(13.5); 7.454(12.7); 7.127(0.7); 7.113(0.8);6.941(0.5); 6.928(0.5); 5.757(5.9); 4.039(0.7); 4.021(0.7); 3.325(73.9);2.677(0.4); 2.673(0.6); 2.668(0.4); 2.543(0.5); 2.526(1.7); 2.513(34.4);2.508(68.7); 2.504(89.4); 2.499(63.3); 2.495(29.6); 2.335(0.4);2.330(0.5); 2.326(0.4); 1.990(2.9); 1.397(1.2); 1.193(0.8); 1.176(1.9);1.158(1.4); 1.006(0.6); 0.000(4.6) I-2-73: HPLC-MS: logP = 2.39; mass(m/z): 427.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.738(5.5);8.581(5.5); 8.575(5.9); 8.471(11.4); 8.402(1.7); 8.396(1.6); 8.381(1.9);8.376(3.0); 8.370(1.8); 8.355(1.8); 8.349(1.6); 8.315(0.6); 7.960(4.4);7.941(4.4); 7.551(0.8); 7.545(1.5); 7.532(5.8); 7.526(8.6); 7.511(3.9);7.510(3.9); 7.492(1.2); 7.276(2.1); 7.270(2.0); 7.259(2.2); 7.256(2.5);7.253(2.5); 7.250(2.3); 7.239(1.8); 7.233(1.7); 3.321(141.3);2.942(0.7); 2.675(1.1); 2.671(1.5); 2.666(1.1); 2.541(0.9); 2.524(3.8);2.510(86.2); 2.506(171.5); 2.502(223.6); 2.497(160.3); 2.493(77.4);2.333(1.1); 2.328(1.5); 2.324(1.1); 1.989(1.4); 1.398(16.0); 1.193(0.4);1.175(0.8); 1.157(0.4); 0.146(0.4); 0.008(2.9); 0.000(80.1);−0.008(3.0); −0.150(0.4) I-2-74: HPLC-MS: logP = 3.28; mass (m/z): 436.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.968(6.7); 9.050(4.1);9.048(4.7); 9.045(4.7); 9.043(4.1); 9.034(0.4); 8.881(4.6); 8.880(4.8);8.876(4.5); 8.526(16.0); 7.889(3.0); 7.869(3.9); 7.834(0.7); 7.816(2.5);7.800(3.9); 7.797(3.8); 7.787(5.2); 7.771(3.2); 7.769(3.0); 7.751(2.3);7.749(2.4); 7.747(2.2); 7.734(1.0); 7.732(1.0); 7.729(0.9); 7.716(0.3);5.758(8.3); 3.329(22.1); 2.528(0.6); 2.523(1.0); 2.514(11.4);2.510(22.8); 2.505(30.4); 2.500(21.9); 2.496(10.2); 1.339(1.3);1.301(0.7); 1.260(1.0); 1.250(1.4); 1.233(0.9); 1.123(0.4); 0.984(0.5);0.008(0.8); 0.000(24.4); −0.009(0.7) I-2-75: HPLC-MS: logP = 3.28; mass(m/z): 493.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.805(8.4);9.047(6.3); 9.044(6.3); 8.879(6.5); 8.875(6.1); 8.534(16.0); 7.967(5.6);7.948(5.8); 7.563(1.6); 7.558(2.4); 7.544(7.0); 7.538(7.2); 7.536(6.2);7.533(5.2); 7.518(5.1); 7.516(5.2); 7.499(1.8); 7.497(1.8); 7.282(2.9);7.277(3.0); 7.264(3.3); 7.262(3.6); 7.259(3.5); 7.257(3.5); 7.245(2.5);7.239(2.4); 5.757(6.5); 3.328(105.2); 3.310(0.6); 2.677(0.3);2.672(0.4); 2.525(1.6); 2.512(25.0); 2.508(48.3); 2.503(62.9);2.498(45.7); 2.494(21.9); 2.330(0.4); 1.235(0.6); 0.008(0.5);0.000(11.6); −0.009(0.4) I-2-76: HPLC-MS: logP = 2.40; mass (m/z): 370.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.998(7.3); 8.892(4.0);8.880(3.9); 8.470(16.0); 8.316(3.7); 8.299(4.0); 8.297(4.0); 7.887(3.3);7.875(3.4); 7.868(3.2); 7.856(3.0); 7.778(0.8); 7.762(1.8); 7.756(1.6);7.746(1.2); 7.741(3.4); 7.735(1.3); 7.725(1.7); 7.719(2.2); 7.703(1.0);7.604(0.4); 7.492(5.3); 7.471(9.2); 7.450(4.3); 7.377(0.5); 7.356(0.9);7.335(1.7); 5.759(0.3); 5.465(0.8); 3.334(18.9); 3.179(1.1); 3.166(1.1);2.528(0.5); 2.514(12.6); 2.510(25.4); 2.505(33.5); 2.501(24.3);2.497(11.9); 0.008(0.7); 0.000(17.6); −0.008(0.6) I-2-77: HPLC-MS: logP= 2.59; mass (m/z): 337.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =12.063(11.5); 8.481(14.2); 8.479(15.2); 8.476(16.0); 7.781(0.9);7.778(1.0); 7.762(3.3); 7.745(4.6); 7.741(4.9); 7.724(3.8); 7.719(2.6);7.708(1.3); 7.704(1.2); 7.668(1.0); 7.665(1.1); 7.649(3.7); 7.631(5.0);7.628(5.1); 7.611(4.0); 7.593(1.2); 7.590(1.1); 7.495(7.9); 7.473(13.4);7.471(13.1); 7.449(6.8); 7.296(7.3); 7.293(7.4); 7.276(13.1);7.273(13.1); 7.255(6.3); 7.252(6.6); 5.764(1.8); 5.762(2.0); 5.759(2.1);3.336(28.5); 3.334(30.6); 2.674(0.4); 2.510(66.0); 2.505(64.1);2.336(0.4); 2.332(0.4); 0.005(49.3); 0.003(48.7); 0.000(50.2) I-2-78:HPLC-MS: logP = 2.22; mass (m/z): 355.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.486(3.8); 8.592(3.9); 8.419(8.0); 7.765(0.4);7.749(0.9); 7.743(0.8); 7.733(0.6); 7.728(1.7); 7.722(0.6); 7.712(0.8);7.706(1.0); 7.690(0.5); 7.495(1.9); 7.487(2.7); 7.465(4.6); 7.444(2.1);7.360(3.5); 7.225(1.6); 5.758 (0.5); 3.968(16.0); 3.332(44.8);3.006(0.8); 2.513(12.8); 2.508(24.4); 2.504(30.9); 2.500(21.7);2.495(10.1); 0.007(0.7); 0.000(12.2); −0.009(0.4) I-2-79: HPLC-MS: logP= 2.60; mass (m/z): 370.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =12.149(4.7); 9.134(5.2); 9.128(6.1); 9.079(6.3); 9.073(5.1); 8.511(0.3);8.497(16.0); 7.785(0.8); 7.769(1.6); 7.763(1.4); 7.753(1.1); 7.748(3.2);7.742(1.2); 7.731(1.5); 7.726(2.0); 7.710(0.9); 7.499(4.8); 7.478(8.3);7.457(3.8); 7.454(2.6); 5.760(1.4); 3.339(13.6); 2.975(0.5); 2.531(0.4);2.517(8.1); 2.513(16.4); 2.508(21.6); 2.504(15.5); 2.499(7.3);0.008(0.4); 0.000(12.4); −0.009(0.4) I-2-80: HPLC-MS: logP = 2.78; mass(m/z): 370.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.930(7.0);8.958(4.3); 8.947(4.3); 8.469(16.0); 8.421(4.1); 8.402(4.4); 7.856(2.9);7.843(2.9); 7.836(2.8); 7.823(2.6); 7.779(0.9); 7.763(1.8); 7.757(1.7);7.747(1.3); 7.741(3.6); 7.736(1.4); 7.726(1.8); 7.720(2.2); 7.704(1.0);7.493(5.6); 7.472(9.8); 7.451(4.5); 7.332(0.3); 5.758(7.4); 3.330(45.4);2.673(0.4); 2.513(23.6); 2.508 (46.7); 2.504(60.9); 2.500(43.9);2.331(0.4); 1.233(0.3); 0.008(2.3); 0.000(57.5); −0.009(2.1) I-2-81:HPLC-MS: logP = 2.36; mass (m/z): 370.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 12.093(0.6); 9.120(3.0); 9.046(1.8); 9.033(1.9);8.464(5.2); 8.104(1.3); 8.100(1.0); 8.091(1.0); 8.087(1.3); 7.883(1.7);7.870(1.7); 7.763(0.6); 7.757(0.5); 7.747(0.4); 7.741(1.1); 7.736(0.4);7.725(0.5); 7.720(0.7); 7.492 (1.7); 7.471(2.9); 7.450(1.4); 7.331(0.3);6.592(1.4); 6.588(1.0); 6.579(1.0); 6.575(1.4); 3.329(11.6);2.946(16.0); 2.525(0.7); 2.508(22.8); 2.503(29.5); 2.499(21.4);1.990(1.0); 1.235(0.4); 1.175(0.5); 0.008(1.0); 0.000(25.6); −0.008(1.1)I-2-82: HPLC-MS: logP = 2.95; mass (m/z): 375.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.997(6.7); 8.436(16.0); 7.993(5.7); 7.980(6.1);7.779(1.0); 7.763(2.1); 7.757(1.8); 7.747(1.4); 7.741(4.1); 7.735(1.5);7.725(1.9); 7.720(2.5); 7.704(1.2); 7.500(12.0); 7.496(4.4); 7.493(6.9);7.487(10.9); 7.472(10.8); 7.450(5.0); 7.447(3.2); 5.758(6.3);3.329(36.3); 2.673(0.4); 2.527(1.1); 2.513(22.2); 2.509(44.8);2.504(58.7); 2.500(42.0); 2.495(20.1); 2.331(0.4); 0.008(2.5);0.000(66.7); −0.009(2.5) I-2-83: HPLC-MS: logP = 2.36; mass (m/z): 370.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 12.077(3.7); 9.083(8.7);9.012(4.2); 9.000(4.3); 8.477(14.7); 8.103(1.2); 8.099(0.9); 8.091(0.9);8.087(1.2); 7.933(4.9); 7.920(4.7); 7.779(0.7); 7.763(1.5); 7.757(1.3);7.747(1.1); 7.742(2.9); 7.736(1.1); 7.726(1.4); 7.720(1.8); 7.704(0.8);7.494(4.4); 7.473(7.7); 7.452(3.6); 6.590(1.3); 6.586(0.9); 6.578(0.9);6.574(1.3); 5.758(0.5); 3.329(32.2); 2.946(16.0); 2.673(0.3);2.513(20.1); 2.508(40.0); 2.504(52.1); 2.499(37.0); 2.495(17.4);2.330(0.3); 1.990(0.6); 0.008(2.1); 0.000(53.2); −0.009(1.9) I-2-84:HPLC-MS: logP = 2.28; mass (m/z): 371.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.997(6.7); 8.964(4.3); 8.952(4.4); 8.591(7.1);8.585(7.4); 8.495(0.3); 8.483(16.0); 8.471(0.4); 8.423(4.2); 8.411(2.6);8.404(6.0); 8.390(2.5); 8.385(3.8); 8.379(2.4); 8.364(2.2); 8.358(2.1);7.859(2.9); 7.847(2.9); 7.839(2.8); 7.827(2.6); 5.760(3.2); 3.338(40.7);2.954(1.4); 2.511(22.6); 2.507(29.2); 2.503(21.5); 1.992(0.7);1.177(0.4); 0.007(1.1); 0.000(27.4); −0.008(1.4) I-2-85: HPLC-MS: logP =2.50; mass (m/z): 376.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =12.078(7.2); 8.587(7.8); 8.581(8.2); 8.459(0.4); 8.448(16.0);8.411(2.5); 8.405(2.3); 8.390(2.7); 8.385(4.2); 8.379(2.4); 8.364(2.4);8.358(2.2); 7.998(5.8); 7.985(6.1); 7.503(9.7); 7.490(9.2); 5.758(1.4);3.332(55.4); 2.510(35.3); 2.505(45.2); 2.501(32.4); 0.008(1.9);0.000(44.2); −0.008(1.8) I-5-1 I-5-2 see Synthesis Example 22 I-5-3:HPLC-MS: logP = 3.09; mass (m/z): 429.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.274(11.8); 8.586(12.2); 8.580(12.5); 8.356(3.1);8.352(3.1); 8.331(5.7); 8.316(2.4); 8.310(3.2); 8.305(2.9); 8.032(11.5);8.011(12.2); 7.929(14.5); 7.908(16.0); 7.770(6.9); 7.751(7.9);7.688(5.8); 7.670(7.1); 7.577(7.1); 7.558(12.6); 7.538(12.2);7.516(4.6); 7.476(5.0); 7.457(6.6); 7.439(2.9); 7.358(9.7); 7.339(13.8);7.321(7.6); 7.320(7.8); 5.757(14.0); 3.324(114.0); 2.687(2.8);2.680(0.9); 2.674(3.7); 2.666(1.4); 2.662(0.7); 2.541(1.3); 2.524(6.1);2.511(106.3); 2.506(212.0); 2.502(277.8); 2.497(198.5); 2.493(94.1);2.338(0.6); 2.333(1.3); 2.328(1.7); 2.324(1.3); 2.086(5.7); 1.755(0.4);1.233(1.1); 0.146(1.0); 0.008(9.1); 0.000(232.6); −0.009(8.0);−0.150(1.0) I-5-4: HPLC-MS: logP = 2.67; mass (m/z): 427.0 (M + H)⁺;¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.256(3.7); 8.643(2.5); 8.634(2.5);8.205(2.0); 8.188(2.1); 8.055(2.6); 8.035(2.8); 7.953(0.9); 7.768(2.3);7.749(2.6); 7.730(2.0); 7.718(2.1); 7.710(2.1); 7.698(1.8); 7.673(2.0);7.655(2.4); 7.549(1.3); 7.531(2.6); 7.522 (2.2); 7.502(3.1); 7.483(2.5);7.474(1.8); 7.454(2.1); 7.436(1.0); 7.414(0.5); 7.392(0.5); 7.365(0.5);7.337(0.8); 7.332(0.9); 7.318(3.5); 7.310(3.6); 7.293(4.2); 7.290(4.3);7.272(2.6); 7.182(1.0); 7.176(0.6); 5.757(16.0); 3.325(98.5);2.890(6.8); 2.731(5.5); 2.675(0.6); 2.671(0.8); 2.666(0.6); 2.524(2.6);2.510(42.6); 2.506(82.0); 2.502(106.3); 2.497(77.2); 2.493(37.2);2.333(0.5); 2.328(0.7); 2.324(0.5); 1.397(0.3); 1.352(1.1); 1.336(11.6);1.317(0.4); 1.298(6.1); 1.258(8.6); 1.249(13.2); 1.234(1.7); 1.225(1.0);1.187(0.5); 0.008(0.6); 0.000(14.6); −0.009(0.5) I-5-5: HPLC-MS: logP =3.98; mass (m/z): 497.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.349(7.9); 9.015(8.3); 8.792(6.5); 8.315(1.6); 8.055(11.9);8.035(12.8); 7.905(14.0); 7.883(16.0); 7.771(4.5); 7.752(5.1);7.689(4.0); 7.672(4.8); 7.594(6.8); 7.591(7.0); 7.576(9.1); 7.573(11.4);7.555(9.5); 7.552(9.3); 7.535(5.0); 7.517(3.3); 7.479(3.8); 7.461(4.8);7.442(2.5); 7.384(9.2); 7.383(9.5); 7.365(13.7); 7.347(7.7); 7.345(7.6);3.379(0.6); 3.327(402.0); 3.325(467.8); 2.680(1.7); 2.675(3.6);2.671(4.9); 2.666(3.6); 2.662(1.7); 2.593(0.4); 2.568(0.6); 2.524(13.0);2.519(20.4); 2.511(266.0); 2.506(535.6); 2.502(713.4); 2.497(518.8);2.493(246.5); 2.435(0.3); 2.338(1.6); 2.333(3.5); 2.328(4.8);2.324(3.4); 2.319(1.6); 2.074(4.3); 1.187(0.6); 1.148(0.5); 0.008(2.3);0.000(75.6); −0.009(2.3) I-5-6: HPLC-MS: logP = 3.05; mass (m/z): 428.9(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 11.307(10.7); 8.437(8.1);8.402(3.7); 8.053(7.8); 8.033(8.3); 7.952(1.8); 7.933(0.4); 7.772(5.1);7.753(5.8); 7.672(4.3); 7.654(5.4); 7.576(16.0); 7.561(10.0);7.538(7.1); 7.518(3.6); 7.479(3.9); 7.460(5.2); 7.441(2.4); 7.352(4.3);7.349(3.9); 7.333(6.8); 7.317(3.4); 7.314(3.5); 5.757(1.2); 3.862(1.1);3.325(54.6); 3.023(0.3); 3.017(0.5); 3.007(0.5); 2.890(9.9); 2.730(9.3);2.701(0.6); 2.689(0.6); 2.670(0.9); 2.501(138.1); 2.328(0.9); 2.086(0.9); 1.954(0.3); 1.939(0.8); 1.754(1.2); 1.745(0.3); 1.737(0.3);1.729(0.7); 1.722(0.3); 1.233(0.6); 0.146(0.4); 0.000(66.9); −0.150(0.4)I-5-7: HPLC-MS: logP = 3.39; mass (m/z): 437.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 11.491(11.8); 8.584(0.5); 8.579(0.5); 8.453(10.2);8.424(5.6); 8.406(3.1); 8.400(2.4); 8.317(0.5); 8.014(0.3); 8.003(0.3);7.991(0.3); 7.980(0.3); 7.908(7.3); 7.888(9.5); 7.848(16.0);7.839(13.1); 7.815(2.0); 7.778(3.9); 7.765(4.9); 7.757(4.9); 7.745(3.4);7.738(2.1); 7.690(9.3); 7.684(9.9); 7.668(10.6); 7.661(11.0);7.511(4.6); 7.505(4.1); 7.489(8.0); 7.482(6.7); 7.466(3.7); 7.460(3.3);5.758(5.9); 3.324(134.6); 2.675(1.8); 2.671(2.4); 2.666(1.7);2.541(1.2); 2.524(8.2); 2.511(141.8); 2.506(275.5); 2.502(353.2);2.497(253.0); 2.493(121.7); 2.333 (1.7); 2.329(2.3); 2.324(1.6);1.234(0.8); 0.000(0.8) I-5-8: see Synthesis Example 47 I-5-9: HPLC-MS:logP = 3.11; mass (m/z): 417.0 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.497(9.5); 8.897(5.0); 8.885(4.9); 8.345(4.7); 8.327(5.0); 7.993(6.0);7.973(6.5); 7.902(4.2); 7.890(4.2); 7.882(4.0); 7.870(3.8); 7.800(4.4);7.794(4.5); 7.783(3.4); 7.780(4.1); 7.776(5.6); 7.763(0.4); 7.678(3.4);7.673 (2.9); 7.670(2.9); 7.661(5.1); 7.654(6.9); 7.644(1.6); 7.639(2.4);7.626(6.0); 7.620(5.1); 7.614(6.5); 7.608(9.7); 7.601(4.3); 7.595(4.6);7.591(3.8); 7.577(1.3); 7.572(0.9); 7.502(3.0); 7.483(5.2); 7.465(4.0);7.463(3.9); 7.297(5.0); 7.279(6.5); 7.260(3.9); 7.259(3.9); 7.222(7.5);7.200(6.4); 5.757(16.0); 3.327(152.8); 2.676(0.6); 2.671(0.9);2.667(0.6); 2.541(0.5); 2.524(2.4); 2.511(48.1); 2.507(96.2);2.502(126.0); 2.497(89.9); 2.493(42.5); 2.333(0.6); 2.329(0.8);2.324(0.6); 1.397(0.4); 0.008(1.6); 0.000(41.2); −0.009(1.3) I-5-10:HPLC-MS: logP = 3.26; mass (m/z): 461.0 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 11.200(16.0); 8.433(5.3); 8.419(5.8); 8.408(5.8);8.394(5.3); 8.316(1.7); 8.070(4.1); 8.054(5.2); 8.033(4.0); 7.906(7.6);7.886(11.6); 7.859(7.4); 7.841(6.2); 7.781(13.6); 7.764(13.0);7.615(4.0); 7.602(4.7); 7.594(8.2); 7.582(8.3); 7.574(6.0); 7.562(5.5);7.454(6.9); 7.446(7.2); 7.433(5.9); 7.425(5.4); 7.164(11.1);7.144(11.4); 7.138(12.0); 7.119(10.2); 5.756(5.7); 3.322(510.5);2.675(3.8); 2.671(5.3); 2.666(3.8); 2.541(3.0); 2.524(14.5);2.510(303.2); 2.506(597.5); 2.501(773.7); 2.497(549.5); 2.492(257.3);2.333(3.7); 2.328(5.1); 2.324(3.6); 2.074(1.8); 1.236(0.3); 0.146(1.0);0.008(8.2); 0.000(229.1); −0.009(7.4); −0.150(1.0) I-5-11: HPLC-MS: logP= 2.99; mass (m/z): 429.1 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =11.378(16.0); 8.435(4.8); 8.421(5.1); 8.410(5.1); 8.396(4.8);8.315(2.1); 8.102(4.8); 8.087(5.3); 8.079(5.3); 8.063(4.7); 7.669(1.4);7.653(3.3); 7.649(3.4); 7.632(5.9); 7.617(5.5); 7.611(4.8); 7.606(4.2);7.597(6.8); 7.585(5.9); 7.577(4.3); 7.565(3.7); 7.454(6.3); 7.445(6.7);7.433(5.2); 7.424(5.0); 7.301(9.7); 7.281(15.9); 7.261(8.3); 7.204(0.4);7.164(8.6); 7.144(8.7); 7.138(9.3); 7.119(8.0); 5.756(1.3); 4.038(0.3);4.020(0.3); 3.550(0.8); 3.536(0.7); 3.509(4.2); 3.495(0.7); 3.482(0.7);3.408(0.5); 3.392(0.5); 3.382(0.6); 3.369(0.8); 3.322(542.0);2.675(4.0); 2.671(5.5); 2.666(4.0); 2.662(2.0); 2.631(0.4); 2.541(3.7);2.524(14.2); 2.519(21.5); 2.511(292.8); 2.506(593.0); 2.502(781.0);2.497(556.3); 2.493(260.6); 2.337(1.6); 2.333(3.6); 2.328(5.0);2.324(3.5); 1.989(1.4); 1.298(0.6); 1.259(1.1); 1.234(3.6); 1.193(0.5);1.175(0.9); 1.157(0.5); 1.050(2.0); 1.034(2.0); 1.020(0.3); 0.854(0.6);0.836(0.4); 0.807(0.4); 0.146(1.8); 0.008(13.3); 0.000(407.8);−0.008(12.8); −0.150(1.7) I-3-1: see Synthesis Example 46 I-3-2:HPLC-MS: logP = 2.68; mass (m/z): 335.1 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.802(10.4); 7.610(1.4); 7.593(3.2); 7.589(3.0);7.572(5.8); 7.555(3.3); 7.551(3.5); 7.534(1.8); 7.531(1.6); 7.515(2.7);7.509(2.3); 7.499(2.1); 7.494(5.5); 7.488(2.5); 7.476(2.6); 7.472(3.9);7.457(1.8); 7.402(9.0); 7.364(10.0); 7.342(16.0); 7.321(6.8);7.260(2.3); 7.254(10.0); 7.234(14.6); 7.214(8.3); 7.206(1.8);6.955(7.7); 6.313(8.7); 6.309(9.2); 6.305(9.0); 6.301(7.9); 4.121(0.5);4.108(1.3); 4.095(1.4); 4.082(0.5); 3.335(183.4); 3.176(6.2);3.163(5.9); 2.677(0.5); 2.672(0.7); 2.668(0.5); 2.511(42.8);2.507(77.4); 2.503(97.5); 2.499(71.9); 2.334(0.5); 2.330(0.6);2.325(0.5); 1.337(0.4); 1.226(0.5); 0.008(0.3); 0.000(5.7) I-3-3:HPLC-MS: logP = 2.96; mass (m/z): 424.9 (M + H)⁺; ¹H-NMR(400.0 MHz,DMSO-D₆): δ = 10.802(10.5); 7.610(1.4); 7.593(3.2); 7.589(3.0);7.572(5.8); 7.556(3.2); 7.551(3.6); 7.534(1.8); 7.531(1.6); 7.515(2.7);7.510(2.3); 7.499(2.0); 7.493(5.5); 7.488(2.5); 7.476(2.6); 7.472(3.9);7.457(1.8); 7.405(9.0); 7.364(10.0); 7.342(16.0); 7.321(7.4);7.298(0.6); 7.261(2.1); 7.254(10.0); 7.235(14.6); 7.214(8.4);7.207(1.9); 6.956(7.7); 6.315(8.5); 6.311(9.3); 6.307(9.1); 6.303(8.2);4.119(0.5); 4.106(1.5); 4.093(1.5); 4.080(0.5); 3.330(20.7); 3.177(6.7);3.164(6.4); 2.676(0.3); 2.672(0.4); 2.668(0.3); 2.507(45.6);2.503(58.5); 2.499(43.6); 2.330 (0.4); 1.339(1.1); 1.233(0.4);1.226(1.5); 0.000(4.7) I-3-4: HPLC-MS: logP = 2.97; mass (m/z): 363.0(M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ = 10.484(2.3); 7.508(0.5);7.501(0.5); 7.492(0.4); 7.486(1.1); 7.481(0.6); 7.472(0.5); 7.469(0.6);7.465(0.9); 7.447(2.9); 7.425(3.0); 7.396(1.8); 7.359(2.1); 7.348(0.5);7.338(3.2); 7.317(1.3); 7.119(2.3); 7.111(3.2); 7.069 (1.8); 7.062(1.5);7.047(1.6); 7.039(1.5); 6.927(1.6); 6.329(1.7); 6.325(1.9); 6.322(2.1);6.318(2.0); 3.804(16.0); 3.323(34.4); 2.670(0.5); 2.666(0.4);2.524(1.2); 2.519(1.8); 2.510(22.0); 2.506(47.2); 2.501(66.3);2.497(54.3); 2.492(32.5); 2.328(0.4); 2.324(0.4); 2.075(0.5); 0.000(0.7)I-3-5: HPLC-MS: logP = 2.52; mass (m/z): 368.0 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 10.705(11.0); 8.849(6.4); 8.839(6.2); 8.837(6.3);8.192(6.0); 8.174(6.5); 8.172(6.6); 7.852(5.7); 7.840(5.6); 7.832(5.3);7.820(5.0); 7.529(1.2); 7.514(2.6); 7.509(2.0); 7.507(2.1); 7.498(1.8);7.492(5.4); 7.487(2.3); 7.478(2.1); 7.475(2.4); 7.471(4.0); 7.456(1.8);7.385(8.4); 7.373(1.9); 7.368(2.6); 7.362(10.1); 7.341(16.0); 7.320(6.4); 6.955(7.1); 6.320(8.2); 6.316(9.0); 6.312(8.9); 6.308(8.3);5.758(0.6); 3.325(92.7); 2.676(0.7); 2.671(1.0); 2.666(0.7); 2.541(0.4);2.524(3.0); 2.511(54.5); 2.506(108.3); 2.502(142.7); 2.497(104.9);2.493(51.3); 2.338(0.4); 2.333(0.7); 2.329(1.0); 2.324(0.7); 0.000(2.5)I-3-6: HPLC-MS: logP = 2.96; mass (m/z): 430.9 (M + H)⁺; ¹H-NMR(400.0MHz, DMSO-D₆): δ = 10.453(9.0); 7.992(0.5); 7.987(0.5); 7.931(15.0);7.927(14.9); 7.513(1.1); 7.498(2.3); 7.494(1.6); 7.491(1.7); 7.482(1.5);7.477(4.5); 7.471(1.9); 7.463(1.6); 7.459(1.9); 7.455(3.4); 7.440(1.8);7.430(4.8); 7.425(6.3); 7.365(1.3); 7.360(2.0); 7.355(8.4); 7.343(1.4);7.333(12.9); 7.323(1.3); 7.313(5.2); 7.306(1.5); 7.204(0.4); 6.949(0.7); 6.945(0.7); 6.926(1.9); 6.922(3.8); 6.919(4.9); 6.915(5.4);6.909(3.7); 6.906(2.0); 6.893(16.0); 6.889(15.8); 6.491(6.8);6.487(7.1); 6.483(7.0); 6.479(6.6); 5.757(13.2); 3.821(0.5);3.327(14.6); 2.672(0.4); 2.526(1.5); 2.512(24.8); 2.508(49.5);2.503(65.0); 2.499(46.5); 2.494(21.8); 2.330(0.4); 2.325(0.3);1.233(0.4); 0.008 (1.5); 0.000(40.7); −0.009(1.3) I-3-7: HPLC-MS: logP =3.07; mass (m/z): 414.9 (M + H)⁺; ¹H-NMR(400.0 MHz, DMSO-D₆): δ =10.224(11.0); 8.316(0.6); 7.822(14.7); 7.808(15.4); 7.518(1.3);7.502(2.7); 7.497(2.1); 7.495(2.2); 7.486(1.9); 7.481(5.5); 7.475(2.4);7.467(2.2); 7.464(2.5); 7.460(4.0); 7.444(2.0); 7.419(8.5); 7.367(1.6);7.356(10.2); 7.335(16.0); 7.314(6.3); 7.308(2.0); 7.284(15.4);7.271(14.7); 6.926(7.2); 6.380(8.4); 6.377(9.0); 6.373(8.9); 6.369(8.1);5.756(3.0); 3.321(26.0); 2.675(1.3); 2.671(1.7); 2.666(1.3); 2.524(6.2);2.510(97.7); 2.506(190.1); 2.502(247.7); 2.497(180.7); 2.493(88.6);2.333(1.1); 2.328(1.6); 2.324(1.1); 1.989(0.6); 1.398(0.3); 1.384(2.4);1.234(0.6); 1.175(0.4); 0.000(2.1)

1) Description of Method for Determination of the Log P Values (FormicAcid Method)

The log P values given in the table were determined in accordance withEEC Directive 79/831 Annex V.A8 by HPLC (High Performance LiquidChromatography) using a reversed-phase column (C 18). Temperature: 55°C.

Eluents for determination in the acidic range (pH 3.4):

Eluent A: acetonitrile+1 ml of formic acid/litre. Eluent B: water+0.9 mlof formic acid/litre.

Gradient: from 10% eluent A/90% eluent B to 95% eluent A/5% eluent B in4.25 min.

Calibration was carried out using unbranched alkan-2-ones (having from 3to 16 carbon atoms) with known log P values (the log P values weredetermined by the retention times using linear interpolation between twosuccessive alkanones). The lambda max values were determined in themaxima of the chromatographic signals using the UV spectra from 200 nmto 400 nm.

2) Measurement of the NMR Spectra of Selected Examples

The NMR spectra were determined using a Bruker Avance 400 fitted with aflow probe head (volume 60 μl). Solvents used were CD₃CN or DMSO-D₆, andtetramethylsilane (0.00 ppm) was used as reference. In individual cases,the NMR spectra were determined using a Bruker Avance II 600. Solventsused were CD₃CN or DMSO-D₆, and tetramethylsilane (0.00 ppm) was used asreference.

The NMR data for selected examples are listed either in conventionalform (d values, number of hydrogen atoms, multiplet splitting) or as NMRpeak lists.

The splitting of the signals was described as follows: s (singlet), d(doublet), t (triplet), q (quartet), quin (quintet), m (multiplet).

NMR Peak List Method

When the ¹H NMR data for selected examples are noted in the form of ¹HNMR peak lists, first the d value in ppm and then the signal intensityin round brackets are listed for each signal peak. The d value—signalintensity number pairs for different signal peaks are listed withseparation from one another by semicolons.

The peak list for one example therefore takes the form of:

δ₁ (intensity₁); δ₂ (intensity₂); . . . ; δ_(i) (intensity_(i)); . . . ;δ_(n) (intensity_(n))

The intensity of sharp signals correlates with the height of the signalsin a printed example of an NMR spectrum in cm and shows the true ratiosof the signal intensities. In the case of broad signals, several peaksor the middle of the signal and their relative intensities may be shownin comparison to the most intense signal in the spectrum.

For calibration of the chemical shift of the ¹H NMR spectra we usetetramethylsilane and/or the chemical shift of the solvent, particularlyin the case of spectra measured in DMSO. Therefore, thetetramethylsilane peak may but need not occur in the NMR peak lists.

The lists of the ¹H NMR peaks are similar to the conventional H NMRprintouts and thus usually contain all peaks listed in conventional NMRinterpretations.

In addition, like conventional ¹H NMR printouts, they may show solventsignals, signals of stereoisomers of the target compounds, whichlikewise form part of the subject-matter of the invention, and/or peaksof impurities.

In the reporting of compound signals in the delta range of solventsand/or water, our lists of H NMR peaks show the usual solvent peaks, forexample peaks of DMSO in DMSO-d₆ and the peak of water, which usuallyhave a high intensity on average.

The peaks of stereoisomers of the target compounds and/or peaks ofimpurities usually have a lower intensity on average than the peaks ofthe target compounds (for example with a purity of >90%).

Such stereoisomers and/or impurities may be typical of the particularpreparation process. Their peaks can thus help to identify reproductionof our preparation process with reference to “by-product fingerprints”.

An expert calculating the peaks of the target compounds by known methods(MestreC, ACD simulation, but also with empirically evaluated expectedvalues) can, if required, isolate the peaks of the target compounds,optionally using additional intensity filters. This isolation would besimilar to the relevant peak picking in conventional ¹H NMRinterpretation.

Further details of ¹H NMR peak lists can be found in Research DisclosureDatabase Number 564025.

USE EXAMPLES

The examples which follow demonstrate the insecticidal, acaricidal andnematicidal action of the compounds according to the invention. Saidcompounds according to the invention relate to the compounds listed inTables 1 to 5 with the corresponding reference numerals, for exampleI-1-1:

Example 1

Boophilus microplus Test (DIP)

Test animals: adult engorged Boophilus microplus females of theSP-resistant Parkhurst strain

Solvent: dimethyl sulphoxide

10 mg of active compound are dissolved in 0.5 ml of dimethyl sulphoxide.For the purpose of preparing a suitable formulation, the active compoundsolution is diluted with water to the concentration desired in eachcase.

This active compound preparation is pipetted into tubes. 8-10 ticks aretransferred into a further tube with holes. The tube is immersed intothe active compound formulation, and all ticks are completely wetted.After the liquid has run out, the ticks are transferred onto filterdiscs in plastic dishes and stored in a climate-controlled room.

The activity is assessed after 7 days by laying of fertile eggs. Eggswhose fertility is not visible from the outside are stored in aclimate-controlled cabinet until the larvae hatch. An efficacy of 100%means that none of the ticks has laid any fertile eggs.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 100 ppm:I-1-32, I-1-82

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 100 ppm:I-1-39, I-1-53, I-1-91

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 100 ppm:I-1-5, I-1-33, I-1-48, I-1-83, I-1-96, I-1-99, I-2-1

Boophilus microplus Test (BOOPMI Injection)Solvent: dimethyl sulphoxide

To produce a suitable preparation of active compound, 10 mg of activecompound are mixed with 0.5 ml of solvent, and the concentrate isdiluted with solvent to the desired concentration.

The active compound solution is injected into the abdomen (Boophilusmicroplus), and the animals are transferred into dishes and stored in aclimate-controlled room.

The activity is assessed after 7 days by laying of fertile eggs. Eggswhose fertility is not visible from the outside are stored in aclimate-controlled cabinet until the larvae hatch after about 42 days.An efficacy of 100% means that none of the ticks has laid any fertileeggs; 0% means that all eggs are fertile.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 20μg/animal: I-1-55

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 20μg/animal:

I-1-4 I-1-20 I-1-33 I-1-52 I-1-69 I-1-85 I-1-102 I-1-128 I-1-240 I-3-1I-1-5 I-1-21 I-1-37 I-1-53 I-1-73 I-1-90 I-1-103 I-1-131 I-1-253 I-3-2I-1-6 I-1-22 I-1-39 I-1-54 I-1-75 I-1-91 I-1-107 I-1-135 I-1-254 I-1-9I-1-23 I-1-43 I-1-63 I-1-81 I-1-93 I-1-109 I-1-136 I-1-562 I-1-11 I-1-24I-1-48 I-1-65 I-1-82 I-1-96 I-1-110 I-1-145 I-2-1 I-1-13 I-1-25 I-1-50I-1-67 I-1-83 I-1-99 I-1-113 I-1-186 I-2-10 I-1-14 I-1-32 I-1-51 I-1-68I-1-84 I-1-101 I-1-122 I-1-238 I-2-2Ctenocephalides felis—Oral Test (CTECFE)

Solvent: 1 part by weight of dimethyl sulphoxide

To produce a suitable preparation of active compound, 10 mg of activecompound are mixed with 0.5 ml of dimethyl sulphoxide. A portion of theconcentrate is diluted with citrated cattle blood, and the desiredconcentration is prepared.

About 20 unfed adult fleas (Ctenocephalides felis) are placed into achamber which is closed at the top and bottom with gauze. A metalcylinder whose bottom end is closed with a parafilm is placed onto thechamber. The cylinder contains the blood/active compound preparation,which can be imbibed by the fleas through the Parafilm membrane.

After 2 days, the kill in % is determined. 100% means that all fleashave been killed; 0% means that none of the fleas have been killed.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 100 ppm:I-1-91, I-1-99

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 85% at an application rate of 100 ppm:I-1-128

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 100 ppm:I-1-131, I-2-1, I-2-10

Lucilia cuprina Test (LUCICU)

Solvent: dimethyl sulphoxide

To produce a suitable preparation of active compound, 10 mg of activecompound are mixed with 0.5 ml of dimethyl sulphoxide, and theconcentrate is diluted with water to the desired concentration.

Vessels containing horse meat treated with the active compoundpreparation of the desired concentration are populated with about 20Lucilia cuprina larvae.

After 2 days, the kill in % is determined. 100% means that all of thelarvae have been killed; 0% means that none of the larvae have beenkilled.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 100 ppm:I-1-63, I-1-186, I-2-2, I-3-1

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 100 ppm:I-1-20, I-1-37, I-1-51, I-1-69, I-1-145

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 95% at an application rate of 100 ppm:I-1-82

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 100 ppm:

I-1-5 I-1-32 I-1-50 I-1-65 I-1-81 I-1-93 I-1-107 I-1-128 I-1-562 I-1-6I-1-33 I-1-52 I-1-67 I-1-83 I-1-96 I-1-109 I-1-131 I-2-1 I-1-11 I-1-39I-1-53 I-1-73 I-1-85 I-1-99 I-1-110 I-1-135 I-1-14 I-1-43 I-1-54 I-1-75I-1-91 I-1-101 I-1-113 I-1-254Musca domestica Test (MUSCDO)

Solvent: dimethyl sulphoxide

To produce a suitable preparation of active compound, 10 mg of activecompound are mixed with 0.5 ml of dimethyl sulphoxide, and theconcentrate is diluted with water to the desired concentration.

Vessels containing a sponge treated with the active compound formulationof the desired concentration are populated with adult Musca domestica.

After 2 days, the kill in % is determined. 100% means that all of theflies have been killed; 0% means that none of the flies have beenkilled.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 85% at an application rate of 20 ppm:I-1-91

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 20 ppm:I-1-99

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 100 ppm:I-1-562

Cooperia curticei Test (COOPCU)

Solvent: dimethyl sulphoxide

To produce a suitable preparation of active compound, 10 mg of activecompound are mixed with 0.5 ml of dimethyl sulphoxide, and theconcentrate is diluted with Ringer solution to the desiredconcentration.

Vessels containing the active compound preparation of the desiredconcentration are populated with about 40 nematode larvae (Cooperiacurticei).

After 5 days, the kill in % is determined. 100% means that all of thelarvae have been killed; 0% means that none of the larvae have beenkilled.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 4 ppm:I-2-7, I-1-284

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 20 ppm:

I-1-44 I-1-219 I-1-288 I-1-421 I-1-495 I-1-591 I-2-18 I-2-58 I-2-66I-3-3 I-1-156

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 100 ppm:1-1-22, I-1-69, I-1-121, I-1-211

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 4 ppm:1-1-221, I-1-555

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 20 ppm:

I-1-63 I-1-465 I-1-484 I-1-488 I-1-501 I-1-587 I-2-2 I-2-49 I-1-284I-1-470 I-1-487 I-1-499 I-1-581 I-1-593 I-2-37

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 100 ppm:

I-1-11 I-1-20 I-1-39 I-1-54 I-1-91 I-1-135 I-1-562 I-1-13 I-1-32 I-1-51I-1-79 I-1-107 I-1-136 I-2-6 I-1-14 I-1-36 I-1-52 I-1-81 I-1-132 I-1-138I-4-3

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 4 ppm:I-2-1

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 20 ppm:

I-1-6 I-1-142 I-1-277 I-1-468 I-1-502 I-2-17 I-2-40 I-2-62 I-1-9 I-1-253I-1-335 I-1-472 I-1-507 I-2-35 I-2-41 I-3-1 I-1-10 I-1-254 I-1-459I-1-492 I-1-575 I-2-36 I-2-44 I-3-6 I-1-64 I-1-259 I-1-467 I-1-494I-1-580 I-2-38 I-2-57 I-3-7

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 100 ppm:

I-1-5 I-1-62 I-1-73 I-1-85 I-1-103 I-1-119 I-1-133 I-1-146 I-2-5 I-1-33I-1-65 I-1-75 I-1-92 I-1-104 I-1-128 I-1-140 I-1-151 I-2-10 I-1-46I-1-66 I-1-82 I-1-93 I-1-105 I-1-129 I-1-143 I-1-162 I-1-50 I-1-67I-1-83 I-1-96 I-1-109 I-1-130 I-1-144 I-1-491 I-1-53 I-1-71 I-1-84I-1-99 I-1-113 I-1-131 I-1-145 I-1-506Haemonchus contortus Test (HAEMCO)

Solvent: dimethyl sulphoxide

To produce a suitable preparation of active compound, 10 mg of activecompound are mixed with 0.5 ml of dimethyl sulphoxide, and theconcentrate is diluted with Ringer solution to the desiredconcentration.

Vessels containing the active compound preparation of the desiredconcentration are populated with about 40 larvae of the red stomach worm(Haemonchus contortus).

After 5 days, the kill in % is determined. 100% means that all of thelarvae have been killed; 0% means that none of the larvae have beenkilled.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 4 ppm:T-2-1. T-2-51

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 20 ppm:

I-1-9 I-1-63 I-1-335 I-1-467 I-1-502 I-1-554 I-1-591 I-2-55 I-1-36I-1-259 I-1-427 I-1-484 I-1-549 I-1-589 I-2-12 I-2-66

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 100 ppm:

I-1-10 I-1-20 I-1-46 I-1-81 I-1-96 I-1-129 I-1-151 I-1-562 I-1-11 I-1-33I-1-71 I-1-85 I-1-99 I-1-136 I-1-162

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 4 ppm:1-1-221, I-2-49

I-1-64 I-1-186 I-1-277 I-1-366 I-1-472 I-1-582 I-1-593 I-2-48 I-2-62I-3-7 I-1-66 I-1-252 I-1-288 I-1-378 I-1-492 I-1-587 I-2-13 I-2-58 I-3-6

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 20 ppm:

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 100 ppm:

I-1-13 I-1-36 I-1-73 I-1-83 I-1-103 I-1-133 I-1-491 I-1-35 I-1-54 I-1-82I-1-84 I-1-132 I-1-251 I-2-5

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 20 ppm:

I-1-68 I-1-494 I-1-581 I-2-18 I-2-38 I-2-49 I-3-1 I-1-142 I-1-575 I-2-14I-2-35 I-2-41 I-2-50 I-3-3 I-1-219 I-1-580 I-2-17 I-2-36 I-2-44 I-2-51I-3-5

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 100 ppm:

I-1-66 I-1-104 I-1-105 I-1-130 I-1-140 I-1-143 I-1-144 I-1-145 I-1-146I-2-10Meloidogyne incognita Test (MELGIN)

Solvent: 125.0 parts by weight of acetone

To prepare a suitable active compound preparation, 1 part by weight ofactive compound is mixed with the stated amount of solvent and theconcentrate is diluted with water to the desired concentration.

Vessels are filled with sand, active compound solution, an egg/larvaesuspension of the root-knot nematode (Meloidogyne incognita) and lettuceseeds. The lettuce seeds germinate and the plants develop. On the roots,galls are formed.

After 14 days, the nematicidal effect in % is determined by theformation of galls. 100% means that no galls have been found; 0% meansthat the number of galls on the treated plants corresponds to theuntreated control.

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 20 ppm, an effect of 80%:I-1-137

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 20 ppm, an effect of 90%:

I-1-6 I-1-130 I-1-255 I-1-354 I-1-419 I-1-492 I-1-535 I-1-641 I-2-56I-4-4 I-1-20 I-1-131 I-1-256 I-1-395 I-1-438 I-1-499 I-1-540 I-2-2I-2-68 I-1-59 I-1-147 I-1-274 I-1-398 I-1-455 I-1-502 I-1-555 I-2-12I-2-70 I-1-77 I-1-190 I-1-284 I-1-409 I-1-466 I-1-512 I-1-588 I-2-18I-2-76 I-1-100 I-1-192 I-1-308 I-1-410 I-1-471 I-1-518 I-1-596 I-2-23I-2-80 I-1-120 I-1-205 I-1-335 I-1-415 I-1-482 I-1-528 I-1-598 I-2-37I-2-84 I-1-125 I-1-254 I-1-345 I-1-418 I-1-484 I-1-531 I-1-599 I-2-52I-3-1

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 20 ppm, an effect of 100%:

I-1-3 I-1-74 I-1-86 I-1-117 I-1-142 I-1-459 I-1-574 I-2-11 I-2-46 I-2-79I-1-14 I-1-75 I-1-90 I-1-121 I-1-143 I-1-465 I-1-575 I-2-13 I-2-48I-2-82 I-1-50 I-1-76 I-1-91 I-1-122 I-1-144 I-1-468 I-1-591 I-2-17I-2-49 I-2-83 I-1-57 I-1-81 I-1-92 I-1-128 I-1-145 I-1-470 I-1-622I-2-35 I-2-51 I-1-65 I-1-82 I-1-93 I-1-129 I-1-146 I-1-472 I-1-626I-2-36 I-2-62 I-1-67 I-1-83 I-1-95 I-1-135 I-1-152 I-1-488 I-1-629I-2-38 I-2-66 I-1-70 I-1-84 I-1-96 I-1-140 I-1-191 I-1-491 I-1-631I-2-41 I-2-67 I-1-73 I-1-85 I-1-99 I-1-141 I-1-208 I-1-519 I-2-10 I-2-44I-2-71Myzus persicae Spray Test (MYZUPE)

Solvents: 78 parts by weight of acetone

-   -   1.5 parts by weight of dimethylformamide

Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weightof active compound is mixed with the stated amounts of solvents andemulsifier, and the concentrate is diluted with emulsifier-containingwater to the desired concentration.

Discs of Chinese cabbage leaves (Brassica pekinensis) infested by allstages of the green peach aphid (Myzus persicae) are sprayed with anactive compound preparation of the desired concentration.

After 6 days, the efficacy in % is determined. 100% here means that allof the aphids have been killed; 0% means that no aphids have beenkilled.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 80% at an application rate of 500 g/ha:I-1-25

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 500 g/ha:I-1-63, I-1-80, I-1-133, I-1-145, I-1-280, I-2-39, I-2-58

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 90% at an application rate of 20 g/ha:I-1-86

Phaedon cochleariae Spray Test (PHAECO)

Solvents: 78.0 parts by weight of acetone

-   -   1.5 parts by weight of dimethylformamide

Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weightof active compound is mixed with the stated amounts of solvents andemulsifier, and the concentrate is diluted with emulsifier-containingwater to the desired concentration.

Discs of Chinese cabbage leaves (Brassica pekinensis) are sprayed withan active compound preparation of the desired concentration and, afterdrying, populated with larvae of the mustard beetle (Phaedoncochleariae).

After 7 days, the efficacy in % is determined. 100% means that all ofthe beetle larvae have been killed; 0% means that none of the beetlelarvae have been killed.

In this test, for example, the following compounds of the PreparationExamples show an efficacy of 83% at an application rate of 500 g/ha:

I-1-10 I-1-19 I-1-77 I-1-108 I-1-275 I-1-415 I-1-433 I-1-16 I-1-34I-1-102 I-1-124 I-1-317 I-1-426 I-1-551

In this test, for example, the following compounds of the PreparationExamples show an efficacy of 100% at an application rate of 500 g/ha:

I-1-1 I-1-28 I-1-50 I-1-74 I-1-103 I-1-132 I-1-259 I-1-555 I-2-8 I-3-1I-1-3 I-1-29 I-1-51 I-1-75 I-1-107 I-1-133 I-1-260 I-1-556 I-2-9 I-3-2I-1-4 I-1-31 I-1-52 I-1-76 I-1-109 I-1-134 I-1-261 I-1-559 I-2-10 I-3-5I-1-5 I-1-32 I-1-53 I-1-78 I-1-110 I-1-135 I-1-262 I-1-562 I-2-12 I-4-1I-1-6 I-1-33 I-1-54 I-1-81 I-1-111 I-1-136 I-1-263 I-1-564 I-2-13 I-4-2I-1-7 I-1-35 I-1-55 I-1-82 I-1-113 I-1-137 I-1-264 I-1-565 I-2-15 I-4-3I-1-9 I-1-36 I-1-57 I-1-83 I-1-114 I-1-138 I-1-335 I-1-566 I-2-17 I-1-11I-1-37 I-1-58 I-1-84 I-1-117 I-1-168 I-1-352 I-1-578 I-2-35 I-1-12I-1-38 I-1-60 I-1-85 I-1-118 I-1-190 I-1-372 I-1-580 I-2-36 I-1-13I-1-39 I-1-61 I-1-86 I-1-119 I-1-231 I-1-384 I-1-596 I-2-37 I-1-14I-1-40 I-1-63 I-1-90 I-1-120 I-1-238 I-1-395 I-1-599 I-2-38 I-1-15I-1-41 I-1-65 I-1-91 I-1-121 I-1-240 I-1-403 I-1-642 I-2-39 I-1-17I-1-42 I-1-66 I-1-92 I-1-122 I-1-243 I-1-406 I-2-1 I-2-41 I-1-20 I-1-43I-1-67 I-1-93 I-1-123 I-1-248 I-1-408 I-2-2 I-2-44 I-1-21 I-1-44 I-1-68I-1-94 I-1-125 I-1-253 I-1-410 I-2-3 I-2-45 I-1-22 I-1-45 I-1-69 I-1-95I-1-127 I-1-254 I-1-411 I-2-4 I-2-46 I-1-23 I-1-46 I-1-70 I-1-96 I-1-128I-1-255 I-1-417 I-2-5 I-2-49 I-1-24 I-1-48 I-1-72 I-1-99 I-1-129 I-1-256I-1-428 I-2-6 I-2-55 I-1-25 I-1-49 I-1-73 I-1-101 I-1-131 I-1-258I-1-550 I-2-7 I-2-57Spodoptera fruaiperda Spray Test (SPODFR)

Solvents: 78.0 parts by weight of acetone

-   -   1.5 parts by weight of dimethylformamide

Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weightof active compound is mixed with the stated amounts of solvents andemulsifier, and the concentrate is diluted with emulsifier-containingwater to the desired concentration.

Leaf discs of maize (Zea mays) are sprayed with an active compoundformulation of the desired concentration and, after drying, populatedwith caterpillars of the armyworm (Spodoptera frugiperda).

After 7 days, the efficacy in % is determined. 100% means that all ofthe caterpillars have been killed; 0% means that none of thecaterpillars have been killed.

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 83% at an application rate of 100 g/ha:I-1-118

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 83% at an application rate of 500 g/ha:1-1-17, I-1-29, I-1-34

In this test, for example, the following compounds of the PreparationExamples showed an efficacy of 100% at an application rate of 500 g/ha:1-1-35, I-1-75, I-1-136, I-1-259, I-1-403, I-2-41

Tetranychus urticae Spray Test, OP-Resistant (TETRUR)

Solvents: 78.0 parts by weight of acetone

-   -   1.5 parts by weight of dimethylformamide

Emulsifier: 0.5 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weightof active compound is mixed with the stated amounts of solvents andemulsifier, and the concentrate is diluted with emulsifier-containingwater to the desired concentration.

Discs of bean leaves (Phaseolus vulgaris) which are infested by allstages of the greenhouse red spider mite (Tetranychus urticae) aresprayed with an active compound preparation of the desiredconcentration.

After 6 days, the efficacy in % is determined. 100% means that all ofthe spider mites have been killed; 0% means that none of the spidermites have been killed.

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 500 g/ha, an efficacy of 80%:I-1-10, I-1-18, I-1-39, I-1-248

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 500 g/ha, an efficacy of 85%:I-1-598

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 500 g/ha, an efficacy of 90%:

I-1-7 I-1-51 I-1-73 I-1-103 I-1-116 I-1-188 I-1-238 I-1-281 I-1-360I-1-472 I-1-11 I-1-52 I-1-79 I-1-107 I-1-145 I-1-203 I-1-259 I-1-338I-1-370 I-1-558 I-1-26 I-1-53 I-1-80 I-1-109 I-1-157 I-1-212 I-1-264I-1-354 I-1-433 I-1-32 I-1-69 I-1-99 I-1-113 I-1-186 I-1-213 I-1-275I-1-355 I-1-463

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 100/ha, an efficacy of 90%:I-1-43

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 500 g/ha, an efficacy of 95%:1-1-210, I-1-258, I-1-262, I-1-263, I-1-428, I-1-596

In this test, for example, the following compounds of the PreparationExamples showed, at an application rate of 500 g/ha, an efficacy of100%:

I-1-5 I-1-20 I-1-35 I-1-48 I-1-66 I-1-83 I-1-185 I-1-253 I-1-372 I-2-62I-1-6 I-1-33 I-1-37 I-1-64 I-1-67 I-1-101 I-1-214 I-1-254 I-1-403

1. 1-(2,6-difluorophenyl)-1H-pyrazole-3-amine. 2.N-[1-[(2,6-difluorophenyl)-1H-pyrazol-3-yl]acetamide.